Booklet OC (Nurture)

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ORGANIC CHEMISTRY

.
NOMENCLATURE

1. Which has sp-hybridised C atom :-


(1) C2H4 (2) C2H2 (3) C2H6 (4) CH4
2. How many  and  bonds are present in the given compound :-

(1) 14, 8 (2) 18, 4 (3) 19, 4 (4) 14, 4


3. Number of  of  bond in anthracene :-

(1) 16, 7 (2) 16, 5 (3) 30, 7 (4) 26, 7


4. The number of sigma and pi-bonds in 1-butene 3-yne are :
(1) 5 sigma and 5 pi (2) 7 sigma and 3 pi
(3) 8 sigma and 2 pi (4) 6 sigma and 4 pi
5. Number of sp2 – sp2  – bonds present in given compound is ;

(1) 1 (2) 2 (3) 3 (4) 4


6. In the following structure hybridisation of C2 and C3 carbon respectively are.
CH2 = CH–C=CH2
CH3
2 3 2 2
(1) sp , sp (2) sp , sp (3) sp2, sp (4) sp3, sp2
7. In which compound all 'C' are in sp2 hybridization:
(1) CH3–CH2–CH3 (2) H2C=CH–CHO
(3) CH3–CH2–CN (4) H 2C=CH–C–CH 3
O
8. The no. of  and  bonds are present in given compound.
H2C = CH – C – C  N
O
(1) 8  and 4  (2) 10  and 5 
(3) 8  and 3  (4) 9  and 4 
9. Ratio of  to  bonds in benzene is :-
(1) 1 : 4 (2) 1 : 2 (3) 3 : 1 (4) 1 : 6
10. Which of the following compound has sp hybridised carbon atom?
O O
(i) CH 3–C–OH (ii) CH3—CN (iii) CH2 = C = CH2 (iv) CH 3–C–CH3
(1) (i), (ii) (2) (i), (ii), (iii) (3) (ii), (iii) (4) (ii), (iii), (iv)
11. Number of  and  bond in given compound ?
O

(1) 11, 2 (2) 6, 2 (3) 12, 2 (4) 8, 2

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12. In which case all the carbon atom have same hybridisation ?
O O

=
(1) CH3–CN (2) CH 3–C–OH (3) CH2=CH–C–O–CH 3 (4) CH2=CH–CH=CH2
13. The compound containing maximum number of olefinic bonds :-
(1) H 2C –CH–C=O (2) O=CH–CH=CH–CH=O

H
(3) CH2=CH–CC–CH=CH2 (4) HCC–CH2–CCH
O
14. Which type of hybridisation is present in naphthaquinone is :-

O
3 2
(1) sp (2) sp (3) sp (4) All of these
15. The number of  and  in isobutylene ?
CH3–C=CH2

CH3
(1) 11,. 1 (2) 10, 1 (3) 9, 1 (4) 12, 1
16. What is the hybridisation of the carbon atoms numbered 1 and 2 respectively in the following structure?

CH CH C CH
1 2
(1) sp3, sp3 (2) sp2, sp2 (3) sp, sp (4) sp2, sp

17. Find the no. of  and  bond in given compound:-

C N

(1) 7, 5 (2) 13, 5 (3) 8, 3 (4) 8, 5


18. How many carbons present in linear geometry in following structure : CH2=CH–CC–CH3
(1) 5 (2) 4 (3) 3 (4) 2
19. How many carbons will be present in a simplest alkyne having two side chains ?
(1) 3 (2) 4 (3) 5 (4) 6
20. How many bond angles of 109°28', 120°, 180° respectively present in given compound ?
CH3–CH=CH–CC–CH3
(1) 6, 6, 2 (2) 2, 1, 1 (3) 12, 6, 2 (4) 6, 2, 1
21. Compounds Property
C 5 H 12 (A) All hydrogens are identical & 1°.
C 8 H 18 (B) All hydrogens are identical & 1°.
C 5 H 10 (C) All hydrogens are identical & 2°.
C 6 H 12 (D) All hydrogens are identical & 2°.
A,B,C,D are respectively :

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(1) ; ; C ; (2) C ; ; ; C

(3) ; C C ; ; (4) C ; C C ; ;

22. Isooctane contains


(1) five (1° –C), one (2° –C), two(3° –C) atoms
(2) four (1° –C), two (2° –C), one (3° –C) and one (4° –C) atoms
(3) four (1° –C), two (2° –C) and one (3° –C) atoms
(4) five (1° –C), one (2° –C), one (3° –C) and one (4° –C) atoms
23. In which compound 1°C : 2ºC : 3°C (carbon) = 1 : 1 : 1.?

CH2–CH3
CH3
(1) (2)
H2C CH2–CH3
H3C CH3
CH3
CH3
CH3
(3) (4)
CH3
24. The compound having only primary hydrogens is :
(1) Isobutene (2) 2,3-Dimethyl-1-butene
(3) Cyclohexane (4) Propane
25. Neohexane contains :
(1) Four 1° carbon atoms and two 3° hydrogen
(2) Twelve 1° hydrogen but no 3° carbon
(3) Two 2° carbon and one 4° carbon
(4) One 4° carbon and two 3° hydrogen

26.

I II III
Select the correct statement about, I, II & III compounds.
(1) I is having four 2° & four 3° carbons
(2) II is having three 1°, six 2°, three 3° & two 4° carbons
(3) III is having three 1°, three 2° & three 3° carbons
(4) All of the above
27. How many 1°carbon atom will be present in a simplest hydrocarbon having two 3° and one 2° carbon
atom?
(1) 3 (2) 4 (3) 5 (4) 6

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28. and

Number of secondary carbon atoms present in the above compounds are respectively:
(1) 6,4,5 (2) 4,5,6 (3) 5,4,6 (4) 6,2,1
29. Which of the following is not a neo structure?

(1) (2) (3) (4)

30. The minimum number of carbon atoms in an alkyne having one quaternary carbon atom is
(1) 5 (2) 6 (3) 7 (4) 4
31. The minimum number of carbon atoms in an alkene having a quaternary carbon is
(1) 8 (2) 4 (3) 5 (4) 6
32. The minimum number of carbon atoms in an alkane having four primary carbon atoms is :
(1) 4 (2) 8 (3) 5 (4) 6
33. All the following are composed of secondary carbon atoms only except
(1) propane (2) Cylohexane (3) Aniline (4) Phenol
34. The number of primary, secondary, tertiary and quaternary carbon atoms in iso–octane is given by the set
(1) 5, 0, 2, 1 (2) 5, 1, 0, 2 (3) 5, 1, 1, 1 (4) 5, 2, 0, 1
35. Find the number of 1°, 2°, 3° Hydrogen in given compound ?

(1) 3, 14, 1 (2) 3, 14, 2 (3) 3, 12, 3 (4) 3, 12, 2


36. The number of functional groups present in the following compounds is :

(1) 5 (2) 7 (3) 6 (4) 8


37. How many different functional groups are present in given compound?

(1) 3 (2) 4 (3) 1 (4) 5

O
||
38. CH 3–O– C  CH  CH  CH  C  OH
|| |
O OH

How many functional groups are present in the given compound?


(1) 2 (2) 3 (3) 4 (4) 5

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39. ; functional groups present in the given compound are:

(1) alcohol, aldehyde & carboxylic acid (2) alcohol, amine & aldehyde
(3) amine, alcohol & carboxylic acid (4) amine, amide & aldehyde

40.

Which functional group is present in above compound?


(1) Carboxylic acid (2) Aldehyde (3) Thiol (4) Alcohol
41. Functional groups present in given compound are:

(1) alcohol (2) ketone (3) amide (4) all of these


42. The number of functional groups present in the following compounds is :

N
O O

OH
(1) 1 (2) 2 (3) 3 (4) 4
43. The number of functional groups present in the following compounds is :
CH2–Cl
H 3C – C – CH – CH 2 – NH 2
OH CH3
(1) 1 (2) 2 (3) 3 (4) 4
44. The number of functional groups present in the following compounds is :

(1) 4 (2) 5 (3) 6 (4) 7

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45. The number of functional groups present in the following compounds is :

(1) 1 (2) 2 (3) 3 (4) 0


46. The general formula for the homologues of Amines :–
(1) C n H 2n  2 N (2) C n H 2n 3 N (3) C n H 2 n N (4) C n H 2 n  4 N
47. The first member of alkenol has the formula
(1) C2 H 5O (2) C3 H6 O (3) C 2 H 4 O (4) C2 H 6 O
48. The odd one among the following is :–
(1) CH3OH (2) CH3  O  CH3 (3) CH3  O  C2 H5 (4) C2 H 5  O  C2 H5
49. Which pair among the following have same general formula.
(1) Alcohol, phenol (2) ether, alcohol
(3) Aldehyde, carboxylic acid (4) Amine, Amide
50. The difference in molecular weight between the successive members of any homologous series is
(1) 12 units (2) 13 units (3) 14 units (4) 16 units
51. Which of the compound is aliphatic?

(i) (ii) (iii) (iv)

(1) i only (2) i, ii only (3) i, ii, iv only (4) iii only
52. The general formula for a family of ketones (n > 2)
(1) C nH 2nO (2) CnH2n+1O (3) CnH2n–1 O (4) C nH 2n–2O
53. Which is not true for homologues ?
(1) They have same molecular formula (2) They have similar chemical properties
(3) They have same functional group (4) None of these
54. Compound which is not heterocyclic -
O
(1) (2) (3) (4)
N O S
Paragraph for Q. 55 to 56

O
N–H NH2
N
(I) (II) (III) (IV)

55. Heterocyclic compound is –


(1) I & II (2) II & III (3) III & IV (4) I, II, III & IV

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56. Compound which is not amine –
(1) I (2) II (3) III (4) IV
57. Which of the following is/are heterocyclic compound(s)

(1) (2) (3) (4) X1


OH O
H2N 
58. Which of the following is a Heterocyclic compound.

H3C N
(1) HOOC OH
NO2 (2)

OH

(3) (4) N

OH

59. Which of the following is homologue of CH3NHCH2CH2CH3 ?


(1) CH3CH2NHCH2CH3 (2) CH3CH2CH2NH2
(3) CH3 – CH – NH2 (4) CH3CH2NHCH3
CH3

60. Common name of CH3  C  C  CH3 is


(1) Methylacetylene (2) Acetylene (3) Dimethylacetylene (4) None of these
61. Compound CH2 = CH2 is known as
(1) Propylene (2) Ethyne (3) propane (4) Ethylene
62. Which of the following is not a correct match
(1) (CH3)3C-CH2– Neopentyl
(2) (CH3)2CH– isopropyl
(3) CH2=CH–CH2– Vinyl
(4) None of these
63. Minimum number of carbons for alkenynes
(1) 2 (2) 3 (3) 4 (4) 5
64. Correct structure is isobutylene is :
(1) CH3–CH2–CH=CH2 (2) (CH3)2C=CH2 (3) CH3–CH=CH–CH3 (4) None of these
65. Structure of propargyl is
(1) CH2=CH–CH2– (2) CH  C  CH 2  (3) CH  C  (4) CH2=CH–
66. CH3–CH=CH–CH3 is known as
(1)   Butylene (2) Isobutylene (3)   Butylene (4) None of these

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67. Unsaturated hydrocarbon is :
(1) CH3–CH2–CH2–CH3 (2) CH3–CH=CH–CH3 (3) CH3–CH2–COOH (4) CH3–CH2–CHO
68. Number of acetylenic bond in the given compound is :-

CH3
H 3C–C=C–CC–C
CH3

(1) 1 (2) 2 (3) 3 (4) 4


69. The compound containing maximum number of olefinic bonds :-
(1) H 2C –CH–C=O (2) O=CH–CH=CH–CH=O

H
(3) CH2=CH–CC–CH=CH2 (4) HCC–CH2–CCH
70. Find out general formula of alkenyne series :-
(1) CnH2n–4 (2) CnH2n–2 (3) CnH2n–6 (4) CnH2n
71. Which of following has same general formula as alkadiene :-
(1) Alkyne (2) Cycloalkene (3) 1 & 2 Both (4) None of above
72. Calculate total number of olefinic & acetynilic bond in following structure ?
CH2=CH–CC–C–CH=CH–CC–CN
O
(1) Olefinic bond = 2, acetynilic bond = 3 (2) Olefinic bond = 3, acetynilic bond = 3
(3) Olefinic bond = 3, acetynilic bond = 2 (4) Olefinic bond = 2, acetynilic bond = 2
73. How many multiple bonds are present in parent carbon chain of following compound ?

(1) 2 (2) 3 (3) 4 (4) 1


74. Number of  bonds in ethylene chloride.
(1) 0 (2) 1 (3) 2 (4) 3

75. Which of the following are tertiary radicals:–

CH3
(a) CH3 C (b) CH3 CH

CH3 CH 3
C2H 5

(c) CH 3 CH C2H 5 (d) CH 3 C C2H5

(1) a and b (2) a and c (3) a and d (4) b and d

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76. Which of the following is not a correct match :–
CH3

(1) CH 3 C CH2 Neopentyl


CH3
CH3
(2) CH3 C tertiary butyl

CH3

(3) CH3 CH CH 2 CH3 secondary butyl

(4) CH 3 CH CH2 n-butyl

CH3
77. Benzo is :–
(1) monovalent radical (2) divalent radical
(3) trivalent radical (4) neutral species
78. Which of the following is known as propargyl
(1) CH 2  CH  (2) CH3 C (3) HC  C  CH 2  (4) C6 H 5 

CH3
79. How many different monovalent radicals are possible for C4H10?
(1) 2 (2) 3 (3) 4 (4) 5
80. Which of the following is isobutyl?
(1) CH3 CH2 CH2 CH2 (2) CH3 CH CH 2 CH3

(3) CH3 CH 2 CH CH2 CH3 (4) CH 3 CH CH2

CH3
81. How many different monovalent radicals are possible for toluene :–
(1) 2 (2) 3 (3) 4 (4) 5
82. The common name of the compounds CH2 CH CH 2 NH2 .
(1) Vinylamine (2) Allylamine (3) Divinylamine (4) Diallylamine

CH3
83. CH3 C CH CH3 common name of the compound is

CH3 CH3
(1) isooctane (2) Triptane (3) neohexane (4) decane
84. Derived name of ethylalcohol is :–
(1) Carbinol (2) Acetaldehyde (3) Methylcarbinol (4) Ethanol

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85. Which of the following is not a correct match in derived system :–
(1) CH 3 C C CH3 Dimethylacetylene

CH 3
(2) CH3 C OH Trimethylcarbinol

CH 3

(3) CH3 CH3 Methylmethane


(4) CH 3 COOH Methyl formic acid
O
86. Derived name of given structure is H
O

(1) 2-methylpropionic acid (2) isobutyric acid


(3) 2-methylpropanoic acid (4) Dimethylacetic acid
87. What is the derived name of homologous series of IIIrd member of Aldehyde :–
(1) Propionaldehyde (2) methyl acetaldehyde
(3) Butyraldehyde (4) isobutyraldehyde
O

88. Which is correct derived name of the given structure O


H
(1) Tertiary butylformic acid (2) 2,2-dimethylpropionic acid
(3) isobutyric acid (4) trimethylacetic acid
89. The number of bond angles of 120° in
CH3–CH=CH–CH=CH2 :-
(1) 3 (2) 6 (3) 9 (4) 12
90. IUPAC name of given compound is :-

(1) Deca - 1, 6 - dien - 9 - yne (2) Deca - 4, 9 - dien - 1 - yne


(3) Nona - 1, 6 - dien - 8 - yne (4) Nona - 3, 8 - dien - 1 - yne
91. IUPAC name of given compound is
CH2 CH2
CH3–CC–C–––C–CH 3
(1) 2-Methyl-3-methylidene-hex-1-en-4-yne (2) 2-Methyl-3-methylidene-hex-4-yne-1-ene
(3) 3-Methylidene-2-methyl-hex-1-en-4-yne (4) 5-Methyl-4-methylidene-hex-5-en-2-yne
92. IUPAC name is
CH2=CH–CH=CH2
C=CH2
CH3
(1) 2-Ethenyl-3-methyl buta-1,3-diene (2) 2-Ethynyl-3-methyl buta-1,3-diene
(3) 2-Methyl-3-ethenyl buta-1,3-diene (4) 2-Ethynyl-3-methyl penta-1,3-diene

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93. The IUPAC name of is :-
Br

(1) 2-Bromo-3-methyl but-2-ene (2) 4-Bromo-3-methyl pent-2-ene


(3) 2-Bromo-3-methyl pent-3-ene (4) 4-Bromo-2, 3-dimethyl but-2-ene
94. The xIUPAC name for the following compound will be CH3–CH=C–CH2–CH3
CH2–CH 2–CH3
(1) 3-Propylhex-3-ene (2) 3-Propylhex-2-ene
(3) 3-Ethylhex-2-ene (4) 4-Methylbut-4-ene
95. The IUPAC name for the given compound
CH3–CH=CH–CH–CH3 is :-
CCH
(1) 4-Ethylpent-2-ene (2) 1-Ethyl-3-methylbut-2-ene
(3) 3-Methylhex-4-en-1-yne (4) 4-Methylhex-2-en-5-yne
96. The correct IUPAC name for
H2C=CH–CH2–CCH is :-
(1) Pent-4-en-1-yne (2) Pent-1-en-4-yne (3) Pent-1,4-enyne (4) Pent-1, 4-ynene
97. The IUPAC name of
CH3
CH2 = CH – CH – CH 2 – C  CH
will be :-
(1) 3–methyl hex–1–en–5–yne (2) 4–methyl hex–5–en–1–yne
(3) 4–vinylpent–1–yne (4) Allyl propargyl ethane

98. The IUPAC name of is :-


Br

(1) 2-bromo-3-methylbut-3-ene (2) 4-bromo-3-methylpent-2-ene


(3) 2-bromo-3-methylpent-3-ene (4) 4-bromo-2,3-dimethylbut-2-ene
99. The IUPAC name of the hydrocarbon
CH  CCH = CH – CH = CH2
(1) Hexa–3,5–diene–5–yne (2) Hexa–1, 2–dien–1–yne
(3) Hexa–1,3–dien–5–yne (4) Hexa–3,5–dien–1–yne
100. The correct IUPAC name of the following compound is :-
CH3
CH3–C C–CH–CH=CH–CH 3
(1) 4-methylhept-5-en-2-yne (2) 4-methylhept-2-en-5-yne
(3) 1,3,,5-trimethylpent-1-en-4-yne (4) 1,3,5-trimethylpent-4-en-1-yne
101. The IUPAC name of
CH3–CH=CH–CH2–CH2–CH2–CCH is :-
(1) Oct-2-en-7-yne (2) Oct-6-en-1-yne (3) Oct-1-yn-6-ene (4) Oct-7-yn-2-ene
CH3–CH=CH–CH2–CH2–CH2–CCH IUPAC :-
(1) Oct-2-en-7-yne (2) Oct-6-en-1-yne (3) Oct-1-yn-6-ene (4) Oct-7-yn-2-ene

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102. The IUPAC name of the following structure is
CH3
CH3 — C = C — C CH3
CH3 CH3— CH2

(1) 1, 1, 2, 5-Tetramethyl-1-penten-3-yne (2) 2, 3-Dimethyl-2-hepten-4-yne


(3) 2, 3-Dimethyl-4-heptyne-2-ene (4) 5, 6-Dimethyl-3-heptyn-4-ene
103. CH2 = CH –CH – CH – CH = CH2
CH
CH2

Correct IUPAC name is :-


(1) 3–Ethynyl hexa –1, 5–diene (2) 3–Ethenyl hexa - 1, 5-diyne
(3) 3–Ethynyl hexa - 1, 5-diyne (4) 3–Ethenyl hexa - 1, 5-dienxe
104. CH2=CH–CCH has the IUPAC name :-
(1) Vinyl acetylene (2) 1–Ethynyl ethene (3) But-1-en-3-yne (4) Vinyl ethene
105. The IUPAC name of

Br is

(1) 2–bromo–3–methyl but–3–ene (2) 4–bromo–3–methyl pent–2–ene


(3) 2–bromo–3–methyl pent–3–ene (4) 4–bromo–2, 3–dimethyl but–2–ene

106. IUPAC name of, is :-

(1) 4, 5-dimethyl oct-4-ene (2) 3, 4-dimethyl oct-5-ene


(3) 4, 5-dimethyl oct-5-ene (4) None of these

107. is:-

(1) 3-Ethyl-2,4-dimethyl pent-1-ene (2) 3-Ethyl-2,4-dimethyl pent-4-ene


(3) 3-Isopropyl-2-methyl pent-1-ene (4) 3-Isopropyl-4-methyl pent-4-ene
108. The IUPAC name of CH3–CH=CH–CCH is:-
(1) Pent-3-en-1-yne (2) Pent-2-en-3-yne (3) Pent-3-en-4-yne (4) Pent-3-en-4-yne
109. The IUPAC name of CH3–CH=CH–CH2Br is :-
(1) 1-Bromo- 3-butene (2) 1-Bromo- 2-Butene
(3) 2-Butene- 1-bromide (4) 4-Bromo- 2-butene
110. IUPAC name of the following compound is
CH2–CH–CH2
CN CN CN
(1) 3-cyanopentane-1,5-dinitrile (2) Propane-1,2,3-tricarbonitrile
(3) Propane-1,2,3-trinitrile (4) Propane-tricyanide

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111. The IUPAC name of given compound is :-
O
||
CH3
C N
CH3
(1) N,N-Dimethyl cyclopropane carboxamide (2) N-methyl cyclo propanamide
(3) Cyclo propionamide (4) None of these
112. The correct IUPAC name of CH3  CH2  C  COOH is :
||
CH2
(1) 2-Methyl butanoic acid (2) 2-Ethyl propenoic acid
(3) 2- Carboxy-1- butene (4) None of the above
113. Which of the following is correctly written IUPAC name :-
(1) 1-Bromo prop-2-ene

(2)

N, N-dimethyl cyclohexane carboxamide


(3) 2-propoxy pentane

(4)

N, N-dimethyl pentane-2-amine
114. Which is incorrect name of compound :-

(1) Neopentyl cyanide (2) Tertiary butyl cyanide


(3) Neovaleronitrile (4) 2, 2-dimethyl propanenitrile
115. The correct order of functional groups according to priority table is :-
(1) – CN > – CHO > – CONH2 > – NH2
(2) – SO3H > COX > – CONH2 > – OH
(3) – COOH > – CO – > – COO – > – SH
(4) – COO – > – CHO > – SO3H > – OH
116. Number of substituents in following structure according to IUPAC name :
H–C–CH2–C–CH2–C=O
O CH2 Cl
(1) 1 (2) 0 (3) 2 (4) 3

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O
117. Correct IUPAC name of Cl
O
(1) 2-keto-3-methyl butanoyl chloride (2) 1-chloro-3-methyl butane-1, 2-dione
(3) 1-chloroformyl-3-methyl butan-2-one (4) 2-oxo-3-methyl pentanoyl chloride
118. In following four groups which is considered as main function group in IUPAC :
–C–Cl
(1) –CHO (2) –COOR (3) –CONH2 (4)
O
119. The correct IUPAC name of the compound :
COOH
HOOC–CH–COOH
(1) Propene-1,2,3-tricarboxylic acid (2) Propane-1,2,3-trioic acid
(3) 2-Carboxypropane dioic acid (4) Methane tricarboxylic acid
CN
O
120. IUPAC name of is :-
O
(1) 2-Cyano-3-oxohex-4-en-1-al
(2) 2,3-Diketohex-4-ene-1-nitrile
(3) 2-Formyl-3-ketohex-4-ene-1-nitrile
(4) 2-(2-oxo but-2-enyl)-3-oxo propane nitrile
121. The correct IUPAC name of given compound
O
CH3CH2–O–C–CH2–C–OH
O
(1) Ethyl carboxylate ethanoic acid
(2) Ethoxy carbonyl ethanoic acid
(3) Ethyl–2–oxo propanoic acid
(4) 3–oxo–3–ethoxy propanoic acid
CN
122. IUPAC name for CN is :-
NC
(1) 2-(cyano methyl) butane-1,4-dicarbonitrile
(2) 2-(cyano methyl) butane-1,4-dinitrile
(3) 3-(cyanomethyl) hexane dinitrile
(4) 4-(cyanomethyl) hexane nitrile
123. IUPAC name of given compound is :-

(1) 4 - Amino - 1 - chloropent - 3 - enone (2) 4 - Aminopent - 3 - enoylchloride


(3) 2 - Aminopent - 2 - enoyl chloride (4) 4 - Aminopent - 4 - enoyl chloride

14 Your Target is to secure Good Rank in Pre-Medical


124. Match the following :-
O O
(a) (p) 4C in p.c.c.
MeO OH

(b) (q) 6C in p.c.c.

(c) (r) 5C in p.c.c.


(1) (a – P, b – q, c – r) (2) (a – r, b – q, c – p)
(3) (a – p, b – r, c – q) (4) (a – q, b – p, c – r)
125. Following which one is correct priority order of functional group for IUPAC ?
O O O O O O
(1) –C–OR > –C–NH2 > –C–X > –C  N (2) –C–OR > –C–X > –C–NH2 > –C N

O O O O O O
(3) –C–X > –C–O–R > –C–NH2 > –CN (4) –C–OR > –C–X > –CN > –C–NH2
126. IUPAC name is
CH3–CH2–O–C–CH2–CH3
O
(1) Ethyl entanoate (2) Ethoxy propanoate
(3) Ethyl propanoate (4) Ethoxy ethanoate
127. IUPAC name of give compound is

CH2–COOH
HO–C–COOH
CH2–COOH

(1) 3-Carboxy-3-hydroxy pentanedicarboxylic acid


(2) 2-Hydroxy propane-1,2,3-tricarboxylic acid
(3) 2-Hydroxy propane-1,2,3-trioic acid
(4) 3-Hydroxy propane-1,2,3-tricaboxylic acid
128. Total number of functional groups present in given compound will be–
NH2

OCH2CH2N(CH 3)2
(1)2 (2) 3 (3)4 (4) 5
Cl Br O
C–OH
129.
I
Total number of substituent present in the above compound :-
(1) 1 (2) 2 (3) 3 (4) 4

Your Target is to secure Good Rank in Pre-Medical 15


130. The IUPAC name of the given compound is :-
Br
|
Cl  C  CHO
|
F
(1) 2-Bromo-2-chloro-2-fluoroethanal (2) 1-Bromo-1-chloro-2-fluoroethanal
(3) 2-Fluoro-2-chloro-2-bromoethanal (4) 1-Fluoro-1-chloro-1-bromoethanal
131. What is the common name of :-
CH3 — CH2 — C — CH2 — CH2 — CH3
||
O
(1) ethyl - propyl - methanone (2) henan - 3 - one
(3) ethyl propyl ketone (4) ethyl butanone
132. Correct IUPAC name of
CH 3  CH  CH 2  CHO
|
CH 2  Cl
(1) 3-methyl-4-chlorobutanal (2) 3-chloromethyl butanal
(3) 4-chloro-3-methyl butanal (4) 4-chloro-3-methyl butanaldehyde
133. Number of substituents in following structure according to IUPAC name :
H–C–CH2–C–CH2–C=O
O CH2 Cl
(1) 1 (2) 0 (3) 2 (4) 3
134. Correct parent chain in given compound is :-
C – OH C – OH
C–C–C–C–C–CN
(1) C – C – C – C – C – C N (2)
C – C = C – CHO C – C = C – CHO

C – OH C – OH
C–C–C–C–C–CN
(3) (4) C – C – C – C – C – C N
C – C = C – CHO C – C = C – CHO
CHO
H
135. The IUPAC name for CH3 is :-
O
(1) 2-Formyl pentanal (2) 2-Methyl pentanedial
(3) 2-Methyl-4-oxopentanal (4) 2,4-Diformyl butane
136. The number of olefinic bonds in the given compound is/are
CH3–CH=CH– C–C CH
O
(1) 2 (2) 3 (3) 1 (4) 4
137. The IUPAC name of the compound :-
O CN
CH3 C CH2 C CH3
CH3
(1) 2-Cyano-2-mthyl-4-oxo pentane (2) 4-Cyano-4-mthyl-2-oxo pentane
(3) 4-Cyano-4-mthyl-2-oxo pentanone (4) 2,2-Dimethyl-4-oxo pentanenitrile

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138. Methyl acetaldehyde is :
(1) CH3–CHO (2) CH3–CH2–CHO (3) CH3–CH2–COOH (4) CH3–COOH
139. IUPAC name of following compound is :
CH3–CH2–CH–CH 3
C=O
OH
(1) 2-Carboxybutane (2) 1-Hydroxy-2-methyl butanal
(3) 1-Methyl butanoic acid (4) 2-Methyl pentanoic acid
140. IUPAC name of given compound is :-
OH
H3C—CH—CH—CH2—CHO
OCH3
(1) 3-Hydroxy-4-methoxypentanal (2) 4-Hydroxy-3-methoxypentanal
(3) 4-Formyl-3-methoxy-2-pentanol (4) 5-Formyl-3-methoxy-2-pentanol
141. The correct IUPAC name of following compound will be
O OH O
H–C–CH–C–H
(1) 2– Hydroxy propane-1,3-dial (2) 2–Hydroxy–3–oxo propan–1–al
(3) 2– Formyl–2–hydroxy ethanal (4) 1, 3 Dioxo propan–2–ol
142. The IUPAC name of following compound will be
O O
H – C – CH 2 – C–H
(1) 3–oxo propan-1-al (2) Propane-1,3-dial
(3) 1.1 Di formyl methane (4) All of these
O
143. C

The IUPAC name of given compound is :-


(1) 2, 4–Diethyl pentan–3–one (2) di–sec-butyl–ketone
(3) 3,5–dimethylheptan–4–one (4) di–isobutyl ketone
144. The correct IUPAC name of the
O O O
H – C – C – C – OH
(1) 3–formyl–2–oxopropanoic acid (2) 2, 3–dioxopropanoic acid
(3) 1–hydroxy propane–1, 2, 3–trione (4) 2–aldo–2–keto methanoic acid
145. IUPAC name of the following compound :-
CH3–CH 2–C–CH–CH 3
O C=O
CH3
(1) 3-Ethylhexane-2,4-dione (2) 3-Methylhexane-2,4-dione
(3) 4-Methylhexane-3,5-dione (4) 3-Methylhexane-4,2-dione

Your Target is to secure Good Rank in Pre-Medical 17


146. Correct IUPAC name of following compound is:-

O
H – C –CH2 – CH – C – OH
O C=O
H

(1) 2-Carboxy butan-1,4-dial (2) 2, 3–diformyl propanoic acid


(3) 2,4-dioxo butanoic acid (4) 2-formyl-4-oxo butanoic acid
147. The IUPAC name of CH3–C–CHO is :-
CH2–CH3
(1) butan-2-aldehyde (2) 2-methyl butanal
(3) 3-methyl isobutyraldehyde (4) 3-methyl butanal
O
148.
C
IUPAC name of given compound is :-
(1) 2,4-Diethyl pentan-3-one (2) Di-sec-butyl ketone
(3) 3,5-Dimethyl heptan-4-one (4) Di-isobutyl ketone
149. The IUPAC name of CH3 CH CHO is:-
CH2 CH3
(1) Butan-2-Aldehyde (2) 2-Methylbutanal (3) 3-Methylisobutyraldehyde (4) 3-Methylbutanal
150. How many carbon atoms present in parent chain in given compounds :-

(1) 3 (2) 6 (3) 4 (4) 5


151. IUPAC name of following compound is :-
O
CH3–CH–C–CH–OCH 2–CH 3
OCH3 CH3
(1) 2-Ethoxy-3-methoxy pentan-3-one (2) 2-methoxy-4-ethoxy pentan-3-one
(3) 2-Ethoxy-4-methoxy pentan-3-one (4) 4-Methoxy-2-ethoxy pentan-3-one
152. The IUPAC name of given compound is :
C2H5
CH2––C––CONH2
H 3C–C=O NH2
(1) 2-oxo-4-amino-4-ethylpentanamide (2) 2-amino-4-oxo-2-ethylpentanamide
(3) 3-amino-3-carboxy-5-hexanone (4) 2-amino-2-ethyl-4-oxopentanamide

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153. IUPAC name of following compound is :
O
O
OH
O
(1) 3,4-Diformylpentanoic acid (2) 4-Methyl-3,4-dioxopentanoic acid
(3) 3-Formyl-4-methyl-5-oxopentanoic acid (4) 3-Carboxymethyl-4-methylbutane-1,4-diol
154. The IUPAC name of the given compound is :-
Br
|
Cl  C  CHO
|
I
(1) 2-Bromo-2-chloro-2-iodoethanal (2) 1-Bromo-1-chloro-2-iodoethanal
(3) 2-Iodo-2-chloro-2-bromoethanal (4) 1-Iodo-1-chloro-1-bromoethanal
155. Which is incorrect match ?
(1) Isopropyl cyanide  CH3–CH–CN (2) Sec. Butyl amine  CH3–CH–CH2–CH3
CH3 NH2

(3) Acetonitrile  CH3–C–CN (4) Isobutylene  CH3–C=CH2


O CH3
O
156. Correct IUPAC name of Cl
O
(1) 2-keto-3-methyl butanoyl chloride
(2) 1-chloro-3-methyl butane-1, 2-dione
(3) 1-chloroformyl-3-methyl butan-2-one
(4) 2-oxo-3-methyl pentanoyl chloride
157. The IUPAC name of following compound CH3CH2NHCHO :-
(1) N-Formyl ethanamide
(2) Ethylamino methanal
(3) N-Ethyl methanamide
(4) N-Ethyl methanol
158. Following compound not known as name of :
OH
CH2––—C–––—CH 2
COOH COOH COOH
(1) 2-Hydroxypropane-1,2,3-tricarboxylic acid (2) 3-Hydroxy-3-carboxypentane-1,5-dioic acid
(3) Citric acid (4) 3-carboxy-3-hydroxypentane-1,5-dioic acid
159. The IUPAC name of the compound :
O

OHC COOH
Cl Cl

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(1) 1, 4-Dichloro-2, 6-dioxo-4-carbamoyl-1-oic acid
(2) 1,4-Dichloro-2,4,6-dioxocyclohexane-1-carboxylic acid
(3) 1, 4-Dichloro-4-formyl-2, 6 dioxocyclohexane-1-carboxylic acid
(4) 2, 4-Dioxo-1, 4-dichlorocyclohexane-1-carboxylic acid
160. The IUPAC name of
CH3 – C – O – CH2 – C – OH is
O O
(1) 1–acetoxy acetic acid (2) 2–ethoxycarbonyl ethanoic acid
(3) 2–ethanoyloxy acetic acid (4) 2–ethanoyloxy ethanoic acid
161. IUPAC name of following compound is
COOH
CH3–CH=CH–CH
C–NH2
O
(1) 2-Methanoylamino pent-3-enoic acid
(2) 3-Carbamoyl-2-prop-1-enyl propanoic acid
(3) 2-Carbamoyl pent-3-enoic acid
(4) None of these
162. The correct IUPAC name of the compound

(1) 1,2-dichloropropanone (2) 2-Chloropropanoylchloride


(3) 1,2-dichloropropanal (4) Chloroformyl chloroethane
163. The IUPAC name of the compound :-
O CN
CH3 C CH2 C CH3
CH3
(1) 2-Cyano-2-mthyl-4-oxo pentane (2) 4-Cyano-4-mthyl-2-oxo pentane
(3) 4-Cyano-4-mthyl-2-oxo pentanone (4) 2,2-Dimethyl-4-oxo pentanenitrile
OH O
164. IUPAC name of is :-
(1) 2-Hydroxy pentan-4-one
(2) 4-Hydroxy pentan-2-one
(3) 2-Oxo pentan-4-ol
(4) 4-Hydroxy-2-oxo pentane
O

165. has the IUPAC name


OH
(1) 3-oxocyclohexanol (2) 1–oxo–3–hydroxy cyclohexane
(3) 3–Hydroxy cyclohexanone (4) 1–Hydroxy–3–oxocyclo hexanone
166. Correct IUPAC name of given structure is :
H 3C COOH
C=C
Br OH
(1) 2-bromo-2-methyl-1-hydroxy prop-2-enoic acid
(2) 2-hydroxy-2-bromobut-2-enoic acid
(3) 3-Bromo-2-hydroxy but-2- enoic acid
(4) 2-bromo-1-carboxy-1- hydroxy propene
20 Your Target is to secure Good Rank in Pre-Medical
167. Incorrect statement for the structure is :-
OH
|
H 2C = C – CH – CH2
|
Cl
(1) Is having two functional groups
(2) –OH group is present as principal functional group
(3) IUPAC name is 2-Hydroxy - 3 - chlorobut-3-enyl
(4) All
168. The correct IUPAC name of given compound is–
O

O
HO C–OC2H5
(1)Ethyl-3-hydroxy-5-oxo cyclo hexanoate
(2)Ethyl-2-hydroxy-4-oxo cyclo pentane carboxylate
(3)Ethyl-5-hydroxy-3-oxo cyclo pentane carboxylate
(4)Ethyl-6-hydroxy-4-oxo cyclo haxanoate
169. Correct IUPAC name of following compound
O
CH3 – CH – CH2 – C – O – CH2 – CH – CH3
Cl Br
(1) 3–chlorobutyl–2–bromopropanoate (2) 2–chlorobutyl–3–bromopropanoate
(3) 2–bromopropyl–3–chlorobutanoate (4) –bromopropyl––chlorobutyrate
170. The IUPAC name of given compound is :
COOH

CN
(1) 3-carboxy-2-vinylbutanenitrile (2) 3-cyano-4-carboxypentene
(3) 2-Methyl-3-cyanopent-4-enoic acid (4) 3-cyano-2-methylpent-4-enoic acid
Br

171. Write the IUPAC name of following compound


SO3H COOH
(1) 2-Methyl-3-bromo-4-sulphohexanoic acid
(2) 3-Bromo-2-methyl-4-sulphohexanoic acid
(3) 4-Bromo-5-carboxyhexane-3-sulphonic acid
(4) 5-Carboxy-4-bromo-3-sulphonic acid
172. Which one is non-planar molecule :-
(1) H2C = CH – CH = CH2 (2) H2C = CH – C  CH
(3) H2C = C = C = CH2 (4) H2C = C = C = C = CH2
173. Which of following is unsaturated hydrocarbon?
O
=

(1) CH3–CH=CH–C–H (2) CH3–CH2–CH2–CH3

O
=

(3) CH3–CH2–C–O–CH3 (4) None of these

Your Target is to secure Good Rank in Pre-Medical 21


174. Which of the following functional group is not present in given compound :-

N
O O

OH
(1) Ketone (2) Aldehyde (3) Ether (4) Amine
175. The correct structure of secondry butyl sulphonic acid is :-

(1) (2) (3) (4)

176. Common name of CH3–CN is


(1) Ethyl cyanide (2) Methyl cyanide (3) Ethyl isocyanide (4) Methyl isocyanide
177. Which of the following is unsaturated hydrocabron?
(1) CH2=CH–CHO (2) CH3–CH2–CH–CH3 (3) CH3–CH2–C–NH 2 (4) None
HC=CH 2 O
178. Common name of CH2=CH–CN is :-
(a) Acrylonitrile (b) Vinyl cyanide (c) Allyl cyanide (d) Allyl nitrile
(1) a, b and d (2) a and b (3) only b (4) a, b and d
179. Number of 1°, 2°, 3° hydrogen in following compound :-

CH3
CH3 – C – CH2 – CH – CH 3
CH3 CH3

(1) 12, 2, 1 (2) 15, 3, 1 (3) 15, 2, 1 (4) 12, 6,2


180. Which of the following is 2° alcohol :-
OH OH
(1) OH (2) (3) (4) OH
181. Which of the following is heterocyclic compound
OH
O
(1) (2) (3) (4) 1 & 2 both

182. Which of the following structures have only one type of H– atoms ?

I II III IV
(1) I, II (2) II, III (3) II, IV (4) II, III, IV

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183. Number of  of  bond in anthracene :-

(1) 16, 7 (2) 16, 5 (3) 30, 7 (4) 26, 7


184. How many bond angles of 109°28', 120°. 4180° respectively present in given compound ?
CH3–CH=CH–CC–CH3
(1) 6, 6, 2 (2) 2, 1, 1 (3) 12, 6, 2 (4) 6, 2, 1

185. compound is :-
H 3C O CH3
(1) Alicyclic heterocyclic (2) Aromatic heterocyclic
(3) Saturated heterocyclic (4) Unsaturated homocyclic

CH 3
NH2 NH–CH3 CH 3 N
CH3 CH3
186. H 3C CH3
CH3 CH 3
(I) (II) (III)

The amine I and II, III are respectively :-


(1) 3°, 2° and 1° (2) 1°, 2° and 3° (3) 2°, 2° and 3° (4) 1°, 3° and 2°
187. The correct statement for Iso-octane is –
(1) It has seven carbons in its principal carbon chain.
(2) It has five secondary carbons.
(3) It has one quarternary carbon and one tertiary carbon.
(4) It has ten primary hydrogens.
188. How many carbons will be present in a simplest alkyne having two side chains ?
(1) 3 (2) 4 (3) 5 (4) 6
189. Which is saturated compound ?

(1) (2) CH3–CH=CH2 (3) (4) CH3–CCH

190. Derived name of CH3–CH2–COOH is :-


(1) Ethylformic acid (2) Methyl acetic acid
(3) Acetic acid (4) Formic acid
191. How many carbons present in linear geometry in following structure : CH2=CH–CC–CH3
(1) 5 (2) 4 (3) 3 (4) 2
192. How many functional groups are present in following compound?

O OH NH2 O
O
HO CH3
NH
O H
(1) 7 (2) 6 (3) 8 (4) 9

Your Target is to secure Good Rank in Pre-Medical 23


193. Which compounds will give only one monosubsetituted product on monochlorination :-
CH3 CH3
(a) (b) CH3 – CH – CH2–CH3 (c) CH3 – C – CH3
CH3
(d) CH3–CH2–CH2–CH3
(1) a,c,d (2) a,c (3) a,b,c (4) b,d
194. Correct general formula for olefinic aldehyde is :–
(1) CnH2nO (2) CnH2n–2O2 (3) CnH2n–4O (4) CnH2n–2O
195. Given compound does not have :–
CH2–Cl
H 3C – C – CH – CH 2 – NH 2
OH CH3
(1) 1°C (2) 2°C (3) 3°C (4) Chiral C
196. Which of the following structure represents vinyl carbinol :-
(1) H2C=C–CH3 (2) H2C=CH–OH (3) H3C–CH=CH–OH (4) HO–CH2–CH=CH2
OH
197. Which of the following is incorrect statement about members of homologous series?
(1) Same chemical properties (2) Different molecular weight
(3) Two member differ by (–CH2) (4) None
198. Next homologous of given compound is:-

(1) (2) (3) (4) All of these

199. Third homolog of methyl ether is :-


(1) CH3–CH2–O–CH2–CH3 (2) CH3–O–C2H5
(3) CH3–CH–OCH3 (4) CH 3CH 2–O–CH2–CH2–CH3
CH3
200. Which is second member of ether series :-
O O CH3
(1) (2)
H 3C CH3 H 3C CH2
CH2 O
(3) (4)
H 3C CH2 CH3
201. Number of  bonds in ethylene chloride.
(1) 0 (2) 1 (3) 2 (4) 3
202. What is the molecular weight of smallest alkane in which ethyl group is present as substituent :-
(1) 72 (2) 86 (3) 84 (4) 100
203. The second member of formate ester homologous series is :-
(1) HCOOC2H5 (2) HCOOCH3 (3) CH3COOH (4) CH3COOCH3
204. Which one is not correct for a homologous series:-
(1) All members have a general formula
(2) All members have same chemical properties
(3) All members have same physical properties
(4) All members have same functional group

24 Your Target is to secure Good Rank in Pre-Medical


205. Which of following is not a property of Homologous series?
(1) same general formula (2) same functional group/unit
(3) same chemical properties (4) same physical properties
206. Out of following, which are members of homologous series ?
OH CH2OH

(1) and (2) CH3–N–CH3 and CH3–N–CH3


CH3 H
OH OH
CH3
(3) H–C–O–H and H–C–O–CH3 (4) and
O O
O
207. IUPAC name of CH3–CH2–CH–C–O–CH 3 is :-
C2H 5
(1) methyl 2-ethyl butanoate (2) 1-methoxy-2-ethyl butanone
(3) 3-methoxy carbonyl pentane (4) 1-methoxy-2-enthyl butanal
208. Correct IUPAC name of following compound is :-
O
–C–O–

(1) Cyclopropane cyclohexane carboxylate (2) Cyclopropyl cyclohexanoate


(3) Cyclopropyl cyclohexane carboxylate (4) None
209. IUPAC name of following compound is:
Br
CH3

Cl
(1) 1-Methyl-6-bromo-3-chloro cyclohexene (2) 2-Bromo-5-chloro-1-methyl cyclo hexene
(3) 6-Bromo-3-chloro-1-methyl cyclohexene (4) 4-Bromo-1-chloro-3-methyl cyclohex-2-ene
210. The IUPAC name of following compound will be :
O
O C–OCH2–CH3

(1) Ethyl-4-oxo cyclohex-2-ene-1-carboxylate (2) 4-Keto ethyl cyclohex-2-ene-1-carboxylate


(3) Ethyl-4-keto-cyclohex-2-en-1-oate (4) 4-Keto-1-ethoxy carbonyl cyclohex-2-ene
NH2
OH
211. The IUPAC name of is :-
OH
(1) 4–Aminocyclohex– 5–ene– 1, 3–diol (2) 4, 6–Dihydroxycyclohex– 2–enamine
(3) 6–Aminocyclohex– 4–ene– 1, 3–diol (4) 2, 4–Dihydroxycyclohex– 2–enamine

Your Target is to secure Good Rank in Pre-Medical 25


212. What is correct IUPAC name of following compound :-
NH2

OH
(1) 4-Hydroxy aniline (2) 1-Amino-4-hydroxy benzene
(3) 1-Hydroxy-4-amino benzene (4) 4-Amino phenol
H 2N O
213. IUPAC name for C – NH2 :-
(1) 4-Amino cyclopent-2-enamide (2) 3-Amino cyclopent-4-enamide
(3) 4-Amino cyclopent-2-ene carboxamide (4) 3-Amino cyclopent-4-ene carboxamide
214. What is IUPAC name of following compound ?
CH2=CH–CH–CH=CH2
C
CH
(1) 3-Ethenyl pent-1-en-4-yne (2) 3-Ethenyl penta-1,4-diene
(3) 3-Ethynyl pent-1-en-4-yne (4) 3-Ethynyl penta-1,4-diene
215. CH2=CH–CH–CH–CCH correct I.U.P.A.C. name is :-
CH3 CH2
CH3
(1) 4 – Ethyl – 3 – Methyl hexen – 5 – yne (2) 4 – Ethyl – 3 – Methyl hexen – 6 – yne
(3) 3 – Ethyl – 4 – Methyl hexen – 5 – yne (4) 4 – Ethyl – 3 – Methyl hex – 5 – enyne
216. IUPAC name of Isooctane is ?
(1) 2,2,3–Trimethyl pentane (2) 2,3,3–Trimethyl pentane
(3) 2–Methyl heptane (4) 2,2,4–Trimethyl pentane
217. Which of the following compound has an isopropyl group ?
(1) 2–methyl pentane (2) 2,2–Dimethyl pentane
(3) 2,2,3,3–Tetra methyl pentane (4) 2,2,3–Trimethyl pentane
218. Which name is correct of given compound :-

(1) Trimethyl carbinol (2) Tertiary butyl alcohol


(3) 2–methyl propan–2–ol (4) All of these
219. IUPAC name of following compound ?
H 2N–CH — CH–CHO

COOH COOH
(1) 3-Amino-2-formylbutane-1,4-dioic acid (2) 3-Amino-2,3-dicarboxypropanal
(3) 2-Amino-3-formyl butane-1,4,-dioic acid (4) 1-Amino-2-formyl ethane-1,2-dicarboxylic acid
220. The IUPAC name of following compound CH3CH2NHCHO :-
(1) N-Formyl ethanamide (2) Ethylamino methanal
(3) N-Ethyl methanamide (4) N-Ethyl methanol

26 Your Target is to secure Good Rank in Pre-Medical


ANSWE R KEY

2 3 4 2 3 2 2 1 1 3

3 4 3 2 1 4 2 4 4 3

4 4 1 1 2 4 2 1 1 2

4 3 1 3 3 3 2 3 3 4

4 4 3 4 2 2 3 1 2 3

2 1 1 3 1 3 4 2 4 3

4 3 3 2 2 1 2 1 3 1

3 4 2 1 3 4 3 3 3 4

3 2 2 3 4 4 2 4 4 3

1 1 2 3 3 2 1 2 3 2

2 2 4 3 2 1 1 1 2 2

1 2 3 1 2 1 1 2 4 3

2 3 2 3 2 3 2 3 3 1

3 3 1 2 2 3 4 2 3 2

1 2 3 2 2 4 2 3 2 4

3 4 3 1 3 1 3 2 3 4

3 2 4 2 3 3 4 2 3 4

2 4 4 1 2 2 2 2 3 3

1 3 4 3 1 2 3 4 1 2

2 3 2 4 2 4 3 3 3 2

1 4 1 3 4 4 1 3 3 1

3 4 3 4 1 4 1 4 3 3

Your Target is to secure Good Rank in Pre-Medical 27


ISOMERISM
1. The type of isomerism observed in alkane is:-
(1) chain (2) position (3) ring and chain (4) (1) and (2)
2. Number of isomers of C5H12 is :-
(1) 2 (2) 3 (3) 4 (4) 5
3. How many structural isomers are possible for a compound with molecular formula C3H7Cl?
(1) 2 (2) 5 (3) 7 (4) 9
4. The given pairs are

CH3  CH  CH2  CH2  CH3 CH3  CH 2  CH  CH2  CH3


(a) (b)
CHO CHO
(1) chain isomer (2) position isomer (3) metamers (4) functional group
isomer

CH3 CH2
CH2 CH3 CH3
CH CH2 CH2
O CH CH2
O
5. (a) C CH2 (b) C CH2
O CH
CH3 O 3

The given two structures are:-


(1) Ring chain isomer (2) Position isomer
(3) Chain isomer (4) Functional group isomer
6. Which of the following statement are incorrect for chain isomers ?
(1) Molecular formula same (2) Different arrangement of carbon chain
(3) Belongs to same class(4) Having different chemical properties

7. H H and H H are
O O

(1) Ring chain isomer (2) Chain isomer


(3) Position isomer (4) Functional group isomer
8. Cyclohexane and Methylcyclopentane are:-
(1) C.I. (2) P.I. (3) F.G.I. (4) R.C.I
9. Which of the following are correct for position isomers ?
(1) Molecular mass different (2) Belongs to different classes
(3) Having same length of carbon chain (4) Having different functional group

10. (a) (b) H


H O O
O O
Structure (a) and (b) are :-
(1) C.I. (2) P.I. (3) R.C.I. (4) Identical

28 Your Target is to secure Good Rank in Pre-Medical


11. Choose the group showing position isomerism:-
O
(a) (b) CH2  CH  CH3
OCH3

OCH3 O
(c) CH2=CH–CH2–OH (d) (e) CH3  CH  CH  CH3
Cl
(1) b and e (2) b and c (3) a and d (4) a, b, c and e
12. The total number of aldehydes having the molecular formula C5H10O is :-
(1) 3 (2) 4 (3) 5 (4) 6
13. How many isomeric pentynes (C5H8) are possible :-
(1) 3 (2) 4 (3) 5 (4) 6
14. The total number of benzene derivatives having the molecular formula C7H7Cl is :-
(1) 2 (2) 3 (3) 4 (4) 5
15. The number of primary alcohols possible with the formula C4H10O is :-
(1) 2 (2) 3 (3) 4 (4) 5
16. Diethyl thioether and isopropyl methyl thioether are –
(1) Metamers (2) Position isomers (3) Chain isomers (4) Chain and position both
17. CH3CHOHCH2CHO and CH3CH2CH2COOH constitute a pair of -
(1) Position isomers (2) Metamers (3) Chain isomers (4) Functional isomers
18. Metamerism is shown by -
(1) Diethyl ether and n-propyl methyl ether (2) Ethyl alcohol and diethyl ether
(3) Acetone and propionaldehyde (4) Propionic acid and acetic acid
19. Which of the following pairs of compounds are not metamers -
(1) CH3OCH2CH2CH3 and CH3CH2OCH2CH3 (2) CH3CH2OCH2CH3 and CH3OCH(CH3)2

(3) CH3NHCH2CH2CH3 and CH3CH2NHCH2CH3 (4) CH3NHCH2CH2CH3 and CH3–N–CH2CH3


CH3
20. Isomers of propionic acid are
(1) HCOOC2H5 & CH3COOCH3 (2) HCOOC2H2 & C3H7COOH
(3) CH3COOC2H5 & C3H7OH (4) C3H7OH & CH3COOCH3
21. Which of following is isomeric with propanoic acid ?
(1) CH3–C–OCH3 (2) CH2–CH2–C–H (3) Both (1) & (2) (4) CH3O–CH2–CH2–OH
O OH O

O O

22. NH
N
I H
II
The structure I & II are related as :-
(1) Functional isomer (2) Metamer (3) Position isomer (4) Tautomer

Your Target is to secure Good Rank in Pre-Medical 29


23. Relation between A and B is
CH 3–CH 2–CH 2–CN , CH3–CH–CH3
NC
(A) (B)
(1) Chain Isomers (2) Positional Isomers (3) Functional Isomers (4) Metamers
OH
O
24. and are :-

(1) Chain isomer (2) Functional group isomer


(3) Position isomer (4) None of above
OH
CH3 OH
25. and are

(1) Position isomers (2) Functional isomers (3) Chain isomers (4) Metamers
26. Which of the following compounds is isomeric with methyl vinyl ether :-
(1) Propanal (2) 1-Propanol
(3) Ethyl methyl ether (4) Ether
27. Metamers are :
(1) CH3–O–CH2–CH3 & CH3–CH2–O–CH3

(2) CH3 CH2–CH2–CH3 & CH3–CH2 CH2–CH3

O
(3) CH3–C–O & C–O–CH3
O
(4) CH3–C–CH2–CH3 & CH3–CH2–C–CH3
O O
28. Which of the following is metamer of "p" –

O–CH3
P=
CH3

OCH3 CH3
OCH3
OCH3 O–CH2–CH3
(1) (2) (3) (4)
CH3 H 3C

29. C–O and H–C–O are :-


O O

(1) Position isomers (2) Chain isomers


(3) Functional isomers (4) Metamers

30 Your Target is to secure Good Rank in Pre-Medical


30. Which of the following are not a pair of metamers?
(1) CH3–CH2–O–CH2–CH3 C2H5–O–CH2–CH3
O
(2) CH3–CH2–CH2–C–O–CH3 CH3–CH2–C–O–CH2–CH3
O
(3) CH3–CH2–CH2–NH–CH3 CH3–CH–NH–CH3
CH3
(4) None
31. Metamerism show by :
(1) CH3–CH2–CH–CH2–CH3 (2) CH3–CH2–C–CH2–CH3
CHO O

(3) CH3–CH2 CH2–CH3 (4) All of these

32. Which of the following pairs are metamers :-


O O
(1) CH3COOH and CH3– COO – CH3 (2) CH3 – C –C2H5 and C2H5 – C –CH3

O O CH3
(3) –C– CH2 –CH3 and CH3–C– –CH 3 (4) CH3–CH2–NH–CH2–CH3 and CH3 –N–C2H5

CH3
33. and CH3–CH2–CCH are :-

(1) Ring chain isomer (2) Chain isomer (3) Functional isomer (4) Metamerism
34. Which of the following pair of compound is a ring-chain isomers :-

CH2–Cl Cl
CH3–CH–CH–CH 3
(1) and (2) and

OH OH HO OH CH3

CH 3
(3) CH2=CH–CH2–OH and OH (4) and CH2–CH 3
CH3
35. Minimum carbon atoms required for cyclo alkene to show ring chain isomerism :-
(1) 3 (2) 4 (3) 5 (4) 6
36. Tautomerism is not exhibited by :-

(1) CH=CH–OH (2) O (3) O (4) O O


O O

37. Which have most stable enol form :-

O
(1) CH3–C–CH2–C–CH3 (2) CH3–C–CH2–C–O–CH3 (3) CH3–C–CH3 (4)
O O O O O
Your Target is to secure Good Rank in Pre-Medical 31
38. Which of the following compound will undergo tautomerism ?
O

O O O O

(1) (2) (3) C–H (4) CH3

O
39. Keto –enol tautomerism is observed in -
O O O
(1) H5C6 – C – H (2) H5C6 – C – CH3 (3) H5C6 – C – C 6H5 (4) All of these
40. Which of following compounds forms highly unstable enol ?

O
O O
(1) (2) (3) O (4)
O

41. Keto and enol forms of a compound are related to each other as :
(1) resonance structures (2) conformations
(3) configurational isomers (4) constitutional isomers
42. The order of stability of the following tautomeric compound is :-

OH O O O OH O
| || || || | ||
CH2=C–CH2–C–CH3 CH3–C–CH2–C–CH3 CH3–C=CH–C–CH3
I II III
(1) I > II > III (2) III > II > I (3) II > I > III (4) II > III > I
43. Which of the following cannot show tautomerism :-

(1) Acetone (2) CH2 = CH—OH (3) (4)

44. Which of the following compound has highest enol content ?

O O O O O O O O
(1) (2) Ph (3) Ph Ph (4)

45. Percentage enol content maximum in :-

O
(1) (2) O (3) O
(4)
O
O O
O O

32 Your Target is to secure Good Rank in Pre-Medical


46. The keto isomer of the following compound is :-
OH
HO OH

HO OH

OH
O O O OH
O O O OH HO OH O OH

(1) (2) (3) (4)


O O HO OH O O HO O
O OH OH O
47. The most stable enolic form of 2, 4–pentanedione is :-
OH O OH O
(1) CH2=CH–CH2–C–CH 3 (2) CH3–C=CH–C–CH3

(3) CH2=CH–CH=CH2 (4) CH3–C=C=C–CH 3


OH OH OH OH
48. Order of enol contents of the following compound is :-
O
O
O

(I) (II) (III)


(1) I > II > III (2) I > III > II (3) II > I > III (4) III > II > I
49. Which of the following compound do not show tautomerism :-

O
Ar
(1) CHCHO (2) (3) (4) O
Ar
O

50. How many of following compounds are showing tautomerism phenomenon :-

O O O O
CH3 CH3
, , ,
CH3 CH3
N–O–H
(1) One (2) Two (3) Three (4) Four
Et
51. and are :-
Et
(1) Chain isomers (2) Position isomers (3) Metamers (4) Homomer

Your Target is to secure Good Rank in Pre-Medical 33


52. CH3–CH2–CH2–CH2–CN and CH3–CH–CH2–CH3 are the examples of :-
CN
(1) Position isomerism (2) Chain isomerism (3) Metamerism (4) Functional isomerism

53. CH3 CH2CH2CH3 and CH3–CH3 CH2CH3 are which isomer :-

(1) Chain isomer (2) Position isomer (3) Metamerism (4) Function isomer
54. Minimum carbon required for primary amine to show chain isomerism:-
(1) 2 (2) 3 (3) 4 (4) 5
55. Which of following is isomeric with propanoic acid ?
CH2–CH2–C–H
(1) CH3–C–OCH3 (2) (3) Both (1) & (2) (4) CH3O–CH2–CH2–OH
OH O
O
56. Which are not functional isomers :-
O O O
(1) Diketone and alkyl alkanoate (2) and
O
O
OH O–CH3
CH3
(3) Alkenol and Ketone (4) and

57. Which of the following pairs of compounds are functional isomers :-


O O O
(1) and (2) and O
O O O O
OH O
OH OH OH
(3) and HO OH (4) and
O O O
CH3 CH2OH
58. OH and

[O–cresol] [Benzyl Alcohol]


are:-
(1) Position Isomers (2) Functional Isomers (3) Chain Isomers (4) Tautomers
OH
O
59. and are :-

(1) Chain isomer (2) Functional group isomer (3) Position isomer (4) None of above

OH
CH3 OH
60. and are

(1) Position isomers (2) Functional isomers (3) Chain isomers (4) Metamers

34 Your Target is to secure Good Rank in Pre-Medical


61. Identify conformer of 2–methylpentane :-

CH3 H CH3 CH3


H H Et
H H H H
(1) (2) (3) (4) H
H H H 3C Et H H H 3C HH
CH2–CH3 CH3 H H
62. Which of the following is most stable ?
CHO CHO CHO CHO
NH2 H
H NH2 H H
(1) (2) (3) (4)
H H H H
H H H H H NH2
H H
H NH2
63. Following structure have maximum energy if 'Z' is :-
NO2
CH3 Z

CH3 H
H
(1) –OH (2) –CH 3 (3) –NH 2 (4) –F
64. C2 is rotated anticlockwise 120° about C2–C3. The resulting conformer is :-
CH3
H 3 H
2

H H
CH3
(1) partially eclipsed (2) eclipsed (3) gauche (4) staggered
65. For HO–CH2–CH2–F, the correct order for stability decreasing order is :-
(1) Eclipsed, staggered, gauche (2) Gauche, eclipsed, staggered
(3) Gauche, staggered, eclipsed (4) Eclipsed, gauche, staggered
66. In the given compound rotation by which angle gives most stable conformer :
Me
Me

2 3
HO
H
H OH
(1) C3 by 60º clockwise (2) C3 by 60º anti clockwise
(3) C3 by 120º anti clockwise (4) C3 by 180º clockwise
67. Select incorrect statement :
(1) Most stable conformation of cyclohexane is "Chair" form
(2) Generally in n-butane, Anti > Gauche > Eclipsed (Stability)
(3) To show geometrical isomerism, compound must have double bond
(4) Minimum number of carbon in an hydrocarbon to show chain isomerism is "four"
Your Target is to secure Good Rank in Pre-Medical 35
CH3
68. In the Newman projection for CH3–C–CH2–CH3 :
CH3

X
H3C CH3

H H
Y

X and Y can respectively be :


(1) CH3 & H (2) H & C2H5 (3) CH3 & CH3 (4) Both (2) & (3)
69. The dihedral angle in the staggered conformation of C2H6 is :-
(1) 120° (2) 60° (3) 0° (4) 90°
70. Which of the following conformers is most stable :-

OH OH OH H
NO2 H H

(1) (2) (3) (4)


H O 2N
HH HH H H
H H NO2

71. OH

H Z

H H
H

Above Gauche form is stable when z is :-


(1) –F (2) –OH (3) –OCH 3 (4) All
72. Increasing order of stability among the three main conformer of 2-fluroethanol is :-
(1) Eclipse, gauche, anti (2) Gauche, eclipse, anti
(3) clipse, anti, gauche (4) Anti, gauche, eclipse
73. Which among the following is most stable conformation of 3–Aminobutan–2–ol ?

OH OH OH OH
H CH3 H NH2 H 2N CH3 H 2N CH3

(1) (2) (3) (4)


H CH3 H CH3 H CH3 CH3 H
NH2 CH3 H H

74. Most unstable from of cyclohexane :


(1) Boat (2) Twist boat (3) Chair (4) Half chair
75. How many Gauche conformations are possible for n-butane?
(1) 2 (2) 3 (3) 4 (4) 1
36 Your Target is to secure Good Rank in Pre-Medical
76. Which of the following compounds exhibit conformational isomerism ?
(1) But-2-ene (2) Ethane-1,2-diol (3) Maleic acid (4) Fumaric acid
77. What is bond angle between starmarked (*) carbon atoms

*
CH 3

H CH3

H *
CH 3

(1) 120° (2) 60° (3) 109.5° (4) Cann't determine


78. Which one of the following is the most stable conformer?

CH3 CH3 CH3 OH


OH H H CH3 H OH H CH3
(1) (2) (3) (4)
H OH H OH H OH H CH3
CH3 OH CH3 OH

79. The structure below are :-


CH 3 H
H H H H

H CH3 H CH3
H CH3
(1) not isomers (2) conformational isomers
(3) cis-trans isomers (4) structural isomers
80. Which of the following is most stable conformer

OH OH OH OH
H F H H H F
(1) (2) (3) H (4) H
H H H H H F H H H H
H F
81. Correct order of stability of the following conformers of n-butane.
(1) Fully Anti > Partial Anti > Partial Eclipsed > Fully eclipsed
(2) Partial Anti > Fully Anti > Partially Eclipsed > Fully eclipsed
(3) Fully Anti > Partial Eclipsed > Partially Anti > Fully eclipsed
(4) Fully eclipsed > Fully Anti > Partially Eclipsed > Partially Anti
82. Identify the most stable conformer of 2–fluoro ethanol among the following?
F H H HH
H H HO H H H
(1) H (2) (3) H (4) F
H H F OH H OH
OH H F H
83. Which of the following compounds will show geometrical isomerism :-
(1) 2-Butene (2) Propene (3) Ethylene (4) 2-Methyl-2-butene

Your Target is to secure Good Rank in Pre-Medical 37


84. Which of the following can show geometrical isomerism :-

Cl
(1) (2) CH2 (3) Cl Cl (4)
Cl Cl
85. Geometrical isomerism is not observed in:-
Ph Me NH

(1) (2) C=C (3) (4) CH=CH


H Et Me
86. Which can show geometrical isomerism :
Cl Me Ph H H OH
(1) (2) (3) (4) N
H Me H Me H
87. Compound which can show geometrical isomerism :
H 3C H H 3C Ph Me
(1) C=C (2) C=C (3) CH3–CH=C (4) CH3–CH–CH=CH 2
H D H CH3
Cl
88. Compound which can show G.I.?
(1) 2-phenyl prop-1-ene (2) 1,1-dichloro prop-1-ene
(3) 4-phenyl but-1-ene (4) 1-phenyl but-2-ene
89. Which of the following compounds will show geometrical isomers :-
(1) 2–pentyne (2) 2–pentene (3) 2–methyl propene (4) 2–methyl–2–butene
90. Geometrical isomers are possible for :
(1) CH3–CH2–C–CH2CH3 (2) CH3CH2–C–CH3 (3) CH3CH2–C–CH3 (4) C6H5–C–C 6H5
=

=
=

=
NOH O NOH O
91. Geometrical isomerism is possible in :
(1) Butene (2) Pentene (3) 2-Methyl but-2-ene (4) None
92. Geometrical isomerism is possible about which of following multiple bonds?
(1) C = N (2) C = O (3) C C (4) C  N
93. Which one show G.I. :-

Cl Cl H
Cl Br Cl Cl Cl
N
(1) (2) F Br (3) (4)
N
F Br
Br Br Br H
94. Which of the following shows geometrical isomerism :-
(a) 2–chloro but–2–ene (b) 1–phenyl propene
(c) 1, 3–dichloro cyclopentene (d) 2–methyl pent–2–ene
(1) a, b, c, (2) a, c (3) a, c, d (4) a, b
95. Among the following compounds, the one which does not show geometrical isomerism is :-

(1) C6H5N = NC6H5 (2) C6H5CH = CHC6H5 (3) C6H5 — C = N — OH (4) C6H5 — C = N — OH

CH3 C6H5

38 Your Target is to secure Good Rank in Pre-Medical


96. Which of the following compound will not show geometriocal isomerism ?

(1) C  C – CH3 (2) (C6H5)2 N2

CH3
(3) (4) CH3 C
Cl Cl
N
OH

97. Geometrical isomerism is possible for the compound ?


(1) Cl2C=CBr2 (2) ClBrC=CBrCl (3) ClCH=CBr2 (4) (CH3)2C=CBrCl
98. Which of the following compounds will show geometrical isomerism -
(1) 2-Butene (2) 1-chloro-1-butene (3) 1-Phenylpropene (4) All of above
99. Which is a pair of geometrical isomers -

Cl Br Cl Br Cl CH3 H Br
I. H C=C II. H C=C III. Br C = C IV. Cl C = C CH
Br CH3 H 3

(1) I and II (2) I and III (3) II and IV (4) III and IV
100. Which of the following will show geometrical isomerism -
(1) 1-Butene (2) 1,2-Dibromoethene (3) Propene (4) Isobutylene
101. Geometrical isomerism is shown by
H I H I H 3C Cl H Cl
C=C C=C C=C C=C
(1) (2) (3) (4)
H Br H 3C Br H3C Br H3C Cl

..
102. The isomerism shown by Benzaldoxime - CH=N–OH is -

(1) Optical (2) Functional (3) Metamerism (4) Geometrical


103. Which is a pair of geometrical isomers -

Cl Me Br H Ph OH Me
(1) C=C and C =C (2) C=N and C =N
Br H Cl Me Me Ph OH

Br Me Ph H Ph
Br Br C =C and C= C
(3) Br and (4)
H Me Me Me

104. Which of the following will show geometrical isomerism –


Br Br
(1) CH3CH = CH2 (2) | |
CH3 – C = C – CH2 CH 3
(3) CH3CH2CH2CH = CH2 (4) CH2 = CH-CH2-CH3
105. Which of following compound can show geometrical isomerism ?

Br Cl CH 3 F Et CH3 CH3
(1) C C (2) C (3) C C (4) C
I Cl CH 3 Cl Et CH3 CH3

Your Target is to secure Good Rank in Pre-Medical 39


106. Which of the following represent cis-trans isomerism
(1) ClCH = CHCl (2) Cl2C = CH2 (3) ClCH2CH2Cl (4) Cl2C = CCl2
107. Geometrical isomerism is shown by
H CH3 I CH 3 CH3 CH 3 Br CH 3
(1) C =C (2) C=C (3) C=C (4) C= C
H H CH 3 H CH3 H Br H

108. Which of the following does not show geometrical isomerism


(1) CH3 – CH = CH – CH3 (2) CH3 – CH2 – HC = CH2
(3) CH3 – C = CH – CH3 (4) ClHC = CH – CH2 – CH3
Cl

109. Which of the following will show geometrical isomerism?

(1) (2) (3) (4)

110. Which of the following can not exist in 'Cis' and 'trans' form
(1) HOOC–CH=CH–COOH (2) C2FCl BrI
Cl

(3) (4) CH3–C = C–CH3


Br OH H
111. Which of the following compounds can show geometrical isomerism :-

Cl Cl CH3 CH3 Cl Cl
(1) C (2) C (3) C (4) C
Cl Cl CH3 Cl H H
112. Which of the following can show G.I
H CH3 H Cl
(a) (b)
Cl Me Cl H
CH3 H H H
(c) C=C=C=C (d) C=C=C
CH3 H Cl CH3

CH3
H H
F CH3
(e) C=C=C=C (f) H CH3
Br Cl
CH3

(1) a, d, f only (2) b, c, e only (3) a, c, e only (4) b, e, f only


113. Which of the following has E configuration?

Br F H Me
(1) C C (2) C C
I Cl Cl CH3
15
Cl OH H 3C14 O–H
(3) 17
C C (4) C C
Cl CH3 H 3C14 CN

40 Your Target is to secure Good Rank in Pre-Medical


114. Which of following are Z-isomers :-
14
H Cl CH3 H Cl F CH3 CH3
C C C C
(1) C (2) C (3) C (4)
C
I Br CH3–CH2 CH3 CH3 Br F Cl
115. Which is a pair of geometrical isomers :-
Cl Br Cl Br Cl H H Br
C=C C=C C=C C=C
H Br H CH3 Br H Cl CH3
(i) (ii) (iii) (iv)
(1) (i) and (ii) (2) (i) and (iii) (3) (ii) and (iv) (4) (iii) and (iv)
116. Which is Z isomers :-
CH3 Br CH3 Cl CH3 Cl CH3 H
(1) C=C (2) C=C (3) C=C (4) C=C
H Cl H Br Br H H CH3
117. The configuration of compound across 1 , 2 and 3 is :-
H 2 F
Cl C = C
1 Cl
C=C
3 F
Br C=C
H Cl
(1) E Z Z (2) E E Z (3) E Z E (4) Z E Z
118. Find E-Z in the given compounds :

N C CH=CH2
C=C CH3 Cl–H2C CH2–OH
(I) Cl C CH3 (II) C=C
CH3–O CHO
CH3

(1) I - Z II - Z (2) I - E II - E (3) I - E II - Z (4) I - Z II - E


F Br
C Br I
119. || C=C
C Cl F
Cl I II
I
Choose the correct statement ?
(1) I has (E) configuration (2) Both are geometrical isomers
(3) IInd has (E) configuration (4) Both have different connectivity and both has (Z) configuration
120. How many compounds has Z-configuration :-
2 3
I–CH2 CH2–Cl 1 H 1 H
(i) C=C (ii)
Cl CH2–CH2–Br
3
1 H H
F F CH2=CH C CH
(iii) C=C (iv) C=C
Br Cl CH3 –CH2 CH=CH2
(1) Two (2) Three (3) One (4) Four

Your Target is to secure Good Rank in Pre-Medical 41


121. Which priority order is correct according to C.I.P. rule ?
CH3
(1) – CH = CH2 > – C  CH (2) C CH3 > – C  CH
CH3
(3) – CH2–CH2–CCl3 > – CD2 – CH2–CD3 (4) – OH > – CCl3
122. According to CIP rule, the correct order of priority is :
(1) –OH > –CH2–OH > –CHO > –COOH (2) –OH > –COOH > –CHO > –CH2OH
(3) –COOH > –OH > –CHO > –CH2OH (4) –COOH > –CHO > –CH2OH > –OH
123. Which of the following pairs of compound are geometrical isomers :-
I Cl F I Br F Cl I
(1) C=C and C=C (2) C=C and C=C
F Br Cl Br Cl I Br F
I F Br Cl I Cl Cl F
(3) C=C and C=C (4) C=C and C=C
Br Cl F I F Br Br I
124. What is correct configuration of following molecule?
N C CH2–CH3
C C
C Me
(1) E (2) Z (3) Cis (4) Trans
125. Which have Z-configuration :-
NC CH2–Cl OHC CH=CH2
(1) C=C (2) C=C
Cl–CH2 CH–OH HO–CH2 CH–CH3
| |
OH CH3
CH3–CH2 NH2 F Br
(3) C=C (4) C=C
H3C NH–CH3 I Cl
126. Which compound of following shows Z-configuration-

H2 N OCH3
Cl H H 2N C2H5 Cl COOH
(1) (2) (3) (4)
Br OH HO CH3 Br CHO
H 3C H
127. Which of the following is 'Cis' as well as 'E'?
Cl CH2 – Cl T H
(1) C=C (2) C=C
Br Cl H3C D
O O
H CH = CH2 C=C
(3) C=C (4) O
H 3C CH3
O
128. Which of the following is cis as well as E :-
CH3 CH3 H 3C H H 3C Cl
H 3C H 3C
(1) (2) (3) (4)
H Cl H H H CH3 H CH3

42 Your Target is to secure Good Rank in Pre-Medical


129. Identify the configuration
CH3 CH = O
C=C
HO Cl
(1) E– (2) Z– (3) R– (4) S–
130. Which one of the following is a Z isomer ?

(1) (2) (3) (4)

131. The IUPAC name of the compound is :-

CH3
CH3

(1) (2E, 4E, 6Z)-octa- 2, 4, 6-triene (2) (2E, 4E, 6E)-octa- 2, 4, 6-triene
(3) (2Z, 4E, 6Z)-octa- 2, 4, 6-triene (4) (2Z, 4Z, 6Z)-octa- 2, 4, 6-triene
132. Which of the following represent Z-isomer?

O O
Me O–CH2–CH3 CH3–CH2 I H C CH
(1) C C (2) C C (3) C C (4) C C
O HC=CH2
Et O–CH3 CH3–CH F D
O
CH3

133. Determine the double bond stereochemistry (E or Z) for the following molecules.

(1) E,E (2) Z,Z (3) E,Z (4) Z,E


134. How many stereoisomers are possible for the given compound
H 3C – CH = CH – CH – CH = CH – CH 3
OH
(1) 4 (2) 8 (3) 2 (4) 6
135. (i) CH2=CH–CH2–CH=CH2
(ii) CH2=CH–CH=CH–CH3
(iii)CH3–CH=CH–CH=CH–CH3
The numbers of possible geometric isomers for the above compounds respectively are :-
(1) 0, 2, 4 (2) 2, 2, 4 (3) 0, 3, 3 (4) 0, 2, 3
136. How many geometrical isomer are possible for given compound :-

(1) 0 (2) 1 (3) 2 (4) 3

Your Target is to secure Good Rank in Pre-Medical 43


137. The number of geometrical isomers for the given compound is :
CH2Cl – CH = CH – CH = CH – CH2Cl
(1) 2 (2) 3 (3) 4 (4) 6
138. How many geometrical isomers possible by :-
CH2 = CH–CH = CH–CH = CH2
(1) Two (2) Four (3) Six (4) Eight
139. The number of geometrical isomers in the following compound is :-
(1)4 (2) 3 (3) 2 (4) 5

140. Number of geometrical isomers for is ...... :

(1) 2 (2) 4 (3) 6 (4) 8


141. Number of geometrical isomers of the given compound :
CH2=CH–CH=CH–CH=CH–CH2–CH=CH2 is :-
(1) 3 (2) 4 (3) 2 (4) 10
142. How many geometrical isomers are possible for

(1) 2 (2) 0 (3) 5 (4) 3


143. The number of geometrical isomers in the following compound :-
CH 3–CH=CH–CH=CH–C 2H5
(1) 4 (2) 3 (3) 2 (4) 5
144. How many geometrical isomers are possible for Ph–CH=CH–CH=CH–Ph
(1) 2 (2) 3 (3) 4 (4) 5
145. Compound No. of G.I.
(A) CH3CH=CHCH=CHC2H5 4
(B) CH3(CH=CH)4CH3 2
(C) CH2=CH–CH=CH2 23+21=10
(D) CH3(CH=CH)5CH3 24 + 23 = 24
Which of the above matching is not incorrect
(1) A, C (2) B, C (3) A, B (4) A, D
146. Find the numer of geometrical isomers formed by :-
CH 3–CH=CH– –CH=CH–CH 3
(1) 8 (2) 6 (3) 4 (4) 16
CH3 CH3
147. and
CH3 CH3

How many geometrical isomers are possible which can be isolated at room temperature respectively?
(1) 0,1 (2) 0,2 (3) 2,0 (4) 2,2

44 Your Target is to secure Good Rank in Pre-Medical


148. The number of stereoisomers possible for the following compound
CHO
Ph–CH = CH – CH = CH – CH = C CH3 is :-
(1) 4 (2) 16 (3) 2 (4) 8
149. The number of geometrical isomers in
CH3CH=CHCH2CH=CH2 are :-
(1) Two (2) Three (3) Four (4) Five
150. How many geometrical isomers are possible of compound :-

(1) 8 (2) 3 (3) 4 (4) 1


151. How many geometrical isomers are possible for given compound

Me
C = CH – CH = CH Me
H
(1) 4 (2) 8 (3) 16 (4) 6
152. Number of geometrical isomers for following compound :-

(1)8 (2) 6 (3) 4 (4) 2


153. Number of geometrical isomers for following compound :-
CH3 CH C C CH CH CH CH2 CH NH
(1) 2 (2) 4 (3) 6 (4) 8
154. Which of the following compounds will show geometrical isomerism :-
(1) 2-Butene (2) Propene (3) Ethylene (4) 2-Methyl-2-butene
155. Which is a pair of geometrical isomers ?

Cl Br Cl Br
I. C=C II. C=C
H Br H CH3

Cl CH3 H Br
III. C=C IV. C=C
Br H Cl CH3

156. Which of the following shows geometrical isomerism ?

(1) 3,6-dimethyl cyclohexene (2) CHCl

(3) (4) all of these

Your Target is to secure Good Rank in Pre-Medical 45


157. and are

(1) Geometrical isomers (2) Enantiomers


(3) Identical (4) Position isomers
158. Which of the following can show geometrical isomerism :-

Cl
(1) (2) CH2 (3) (4) none of these
Cl Cl Cl
159. Which of the following can show geometrical isomerism :-
Br I I Me
N N
(1)

Br I I Me
(2) CH2=CH–CH=C=C=CH–CH=CH2
(3) Pent-3-en-1-yne
(4) All
160. Which of the following is correct regarding solubility.
(1) Trans-1-chloropropene > cis-1-chloropropene (in water)
(2) Trans-but-2-ene > cis-but-2-ene (in CCl 4)
(3) Ethanol > Dimethyl ether (in water)
(4) All
161. Geometrical isomerism is not observed in:-
Ph Me
(1) (2) C=C
H Et
NH

(3) (4) CH=CH


Me
162. Which can show geometrical isomerism :
Cl Me Ph H H OH
(1) (2) (3) (4) N
H Me H Me H

163. Configuration of the following compound is :-


NH F

O D
(1) E (2) Cis (3) Trans (4) Z

46 Your Target is to secure Good Rank in Pre-Medical


F Br
C Br I
164. || C=C
C Cl F
Cl I II
I

Choose the correct statement ?


(1) I has (E) configuration
(2) Both are geometrical isomers
(3) II nd has (E) configuration
(4) Both have different connectivity and both has (Z) configuration
165. Compound which can show geometrical isomerism :

H 3C H H 3C Ph Me
(1) C=C (2) C=C (3) CH3–CH=C (4) CH3–CH–CH=CH 2
H D H CH3
Cl
166. Compound which can show G.I.?
(1) 2-phenyl prop-1-ene (2) 1,1-dichloro prop-1-ene
(3) 4-phenyl but-1-ene (4) 1-phenyl but-2-ene
167. How many compounds has Z-configuration :-
I–CH2 CH2–Cl
(i) C=C
Cl CH2–CH2–Br
2 3
1 H 1 H F F
(ii) (iii) C=C
Br Cl
3
1 H H

CH2=CH C CH
(iv) C=C
CH3–CH2 CH=CH2
(1) Two (2) Three (3) One (4) Four
168. Which of the following compound will not show geometrical isomerism :-

(1) (2) (3) (4)


O O
169. Which of the following would exhibit cis-trans isomerism :-
(1) CH3CH2CH=CH2 (2) ClCH=CHCl (3) ClCH=CCl2 (4) CH2=CH–COOH
170. Which of the following compounds will show geometrical isomers :-
(1) 2–pentyne (2) 2–pentene (3) 2–methyl propene (4) 2–methyl–2–butene
171. Geometrical isomers are possible for :
(1) CH3–CH2–C–CH2CH3 (2) CH3CH2–C–CH3 (3) CH3CH2–C–CH3 (4) C6H5–C–C 6H5
=

=
=

NOH O NOH O

Your Target is to secure Good Rank in Pre-Medical 47


172. Among the following compounds, the one which does not show geometrical isomerism is :-
(1) C6H5N=NC6H5 (2) C6H5CH=CHC6H5 (3) C6H 5–C=N–OH (4) C6H5–C=N–CH 3


CH3 C6H 5
173. cis-trans isomerism is shown by :-

(1) (2) (3) (4)

174. Which of the following compound show cis and trans isomerism.

(1) Cl–CH = CH–Cl (2) (3) (4)

175. Which of the following can show geometrical isomerism ?

Br H D H HO Me I T
(1) C=C=C (2) C=C=C (3) C=C=C=C (4) C=C=C=C
I Cl H Br Br CH3 HO D
176. Which of the following molecule can show geometrical isomerism ?
H5C 2 CH3 H Et Cl H
(1) C=C (2) C=C (3) C=C (4) Me–CC–Et
H C2H5 D C2H5 Cl D

177. Which of the following cannot show geometrical isomerism ?


(1) CH3–CH=CH–CH3 (2) CH3–CH=CH–Et (3) CH3–CH=CH2 (4) None
178. Geometrical isomerism is possible in :
(1) Butene (2) Pentene (3) 2-Methyl but-2-ene (4) None
179. Which of the following pair are geometrical isomer :-

CH3 H CH3 H Cl
(1) C=C & C=C (2) H Cl & H
Br F F Br H
Cl H Cl

CH3 OH H OH Cl H H H
(3) C=N & C=N (4) &
H CH3
H Cl Br Cl
180. Geometrical isomer's are :-
(1) Structural isomer's (2) Conformational isomer's
(3) Constitutional isomer's (4) Configurational isomer's
181. Geometrical isomerism is possible about which of following multiple bonds?
(1) C = N (2) C = O (3) C C (4) C  N
182. Which of the following compound will exhibit geometrical isomerism?

(1) (2) (3) (4)

48 Your Target is to secure Good Rank in Pre-Medical


183. In which of the following cycloalkene trans form is relatively stable :-
(1) Cyclo hexene (2) Cyclo butene (3) Cyclo octene (4) None of these
184. In following alkene

H
C=C C=C
H H H

I II
(cis-stilbene) (trans-stilbene)

which of the following order of stability is correct?


(1) I = II (2) I > II (3) II > I (4) Cannot predict
185. Which of the following oxime does not show geometrical isomerism?

H OH
CH3 OH C=N
H OH
(1) C=N (2) C=N (3) (4) (1) and (2) both
H CH3

186. Name of following compound (isomer) is/are :-

OH
C=N
CH3

(1) syn methyl phenyl ketoxime (2) anti phenyl methyl ketoxime
(3) syn phenyl methyl ketoxime (4) None of these
187. Which of the following molecule can show geometrical isomerism ?

Cl Cl H Cl
(1) Cl C (2) C (3) C (4) C
H Cl H H
CH3 CH3

188. Which one show G.I. ?


Cl CH3 CH3 CH3 CH3 CH3 OH
(1) C=C (2) C (3) C=C=C (4) C=N
Cl H H H H H

Your Target is to secure Good Rank in Pre-Medical 49


189. Which one show G.I. & Non-planer ?

Cl Cl
(1) (2) C=C (3) (4)
Br Br
190. Structure of syn-ethyl methyl oxime is ?

Me OH Me Me OH Et OH
(1) C=N (2) Et C = N (3) C=C (4) C=C
Et OH Et H Me H
191. Which priority order is correct according to C.I.P. rule ?

CH3
(1) – CH = CH2 > – C  CH (2) C CH3 > – C  CH
CH3

(3) – CH2–CH2–CCl3 > – CD2 – CH2–CD3 (4) – OH > – CCl3

CH3 CH3
192. and
CH3 CH3

How many geometrical isomers are possible which can be isolated at room temperature respectively?
(1)0,1 (2) 0,2 (3)2,0 (4) 2,2
193. Which of the following compound can show both optical and geometrical isomerism :-
Me
Me D Me
(1) =C (2) =C
H COOH H

Et Me
(3) C=C=C (4) All
H H
194. Which of the following has both plane of symmetry and centre of symmetry :-
Me Cl Me
Cl Cl
Cl O
(1) Cl (2) (3) O (4) All
Cl Cl
Me Cl Me
195. How many of following compound has PoS but not CoS in given cofiguration :-
CH3
H OH H CH3
CH3 CH3 CH3 Cl
(i) H OH (ii) C=C (iii) C=C (iv) Br C=C=C
H CH3 H H CH3
CH2– CH3

CH3 Cl
(v) C=C=C=C
Cl CH3
(1) Two (2) Three (3) Four (4) One

50 Your Target is to secure Good Rank in Pre-Medical


196. Which of the following compound contains plane of symmetry?

Br HO
CH3 CH3
C = C =C
H H
Br Br
(I) (II) (III)
(1) I and III (2) I and II (3) II and III (4) All, I, II and III

197. Which has plane of symmetry :-


NO 2 Br
H
(1) C (2) (3) (4) All
H
NO 2 I

198. Compound CH2Cl 2 contain :-


(1) Plane of symmetry (2) Centre of symmetry
(3) Axis of symmetry (4) Both (1) and (3)
199. Which of the following compounds have plane of symmetry ?

CH3 CH3 Cl Br
Cl Cl
(1) (2) (3) (4) I C H
CH3 CH3 Cl Cl

200. Choose the compound which contains plane of symmetry as well as centre of symmetry?

O
Br
CH3 CH3 O
CH3 H
(1) (2) C=C (3) C=C=C=C (4) O
H H H
Br CH3 O

201. Which of the following molecule is not having plane of symmetry :-


NH
O O CH3 Br
(1) (2) C=C=C (3) (4) All
H Br
NH
202. The number of planes of symmetry in this compound is

(1) 1 (2) 2 (3) 3 (4) 4

Your Target is to secure Good Rank in Pre-Medical 51


Cl

203. Cl
Cl
Number of plane of symmetry in above compound is :
(1) 0 (2) 1 (3) 2 (4) 3

204. How many plane of symmetry is present in (Benzene) ?

(1) 3 (2) 5
(3) 7 (4) 9
205. Which compound has plane of symmetry and C2 axis of symmetry ?
O Cl H F
(1) (2) C C (3) (4) All of these
H H Cl H F
CO2 H
H OH
206. H OH
CO2 H
Number of plane of symmetry in above compound is :
(1) 1 (2) 2 (3) 3 (4) 4
H H
207. How many planes of symmetry is Present C C in ?
H H
(1) 1 (2) 2 (3) 3 (4) 4
208. Number of POS present in CH4 :-
(1) 3 (2) 4 (3) 5 (4) 6
209. The correct fischer projection formula of the newmann porjection is :-
H
Me COOH

Ph OH
H
H H H H
Ph OH HO Ph Ph HO Ph
(1) (2) (3) OH (4)
Me COOH Me COOH HOOC Me HOOC Me
H H H H
H
H Y
210. Newmann projection representation of CH3–CH2–CH–Et about C2–C3 is
X H
CH3 Me

Then X & Y are respectively :

(1) Me, Et (2) H, Et (3) Et, H (4) Et, Me

52 Your Target is to secure Good Rank in Pre-Medical


211. Choose the correct fisher projection for compound

CH3
HO C
COOH
H

CH3 CH3
COOH CH3
H OH OH H
(1) (2) (3) H3C H (4) H COOH
COOH COOH
OH OH

OH
OH
COOH
COOH
212.
OH
H

Which fisher formula is correct representation of given saw horse formula :-

COOH COOH COOH

(1) H OH (2) HO H (3) H OH (4) None of these

HO H HO H H OH

COOH COOH COOH

Ph

H
Cl
CH3
213. has Fisher diagram ?
H
Cl

CH3 CH3 CH3

H Cl Cl H H Cl

(1) H Cl (2) Cl H (3) Cl H (4) None of these

Ph Ph Ph

Your Target is to secure Good Rank in Pre-Medical 53


CH3
CH3

214.
Cl
Cl H H

Correct conversion of Newmann to fisher projection formula is :-

CH3 CH3 CH3

Cl H H Cl Cl H

(1) H Cl (2) H CH3 (3) Cl H (4) None of these

CH3 Cl CH3

OH
D
CHO
CH3
215.
NH2 H H Cl

Correct Fisher diagram for given Sawhorse formula.

CHO CHO

NH2 H H NH2
D OH D OH
(1) H Cl (2) Cl H

CH3 CH3

CHO

NH2 H
HO H
(3) H Cl (4) None of these

CH3

54 Your Target is to secure Good Rank in Pre-Medical


Cl
Cl

216.
Br
H H
Br

Cl Cl
Cl
H Cl C
Br Br H H
(i)
Cl (ii) (iii) C
H Br
Br Br
H
Br H
Cl
Which of the following is correct for the given newman formula :-
(1) (i) & (ii) (2) (i) & (iii) (3) (ii) & (iii) (4) (i), (ii) & (iii)

CHO
CH3
217.
H OH

Which of the following option is correct for the given wedge-dash formula.

CHO CH3 CH3

(i) H OH (ii) HO H (iii) H OH (iv) None of these

CH3 CHO CHO

(1) Only (iv) (2) (i) and (ii) (3) (i), (ii) and (iii) (4) (i) and (iii)

CH3

218. H Br Convert into wedge dash and choose the correct option.

CHO

CH3 CH3 CH3

C C C
(1) Br (2) H Br (3) CHO Br (4) None of these
CHO
H CHO H

Your Target is to secure Good Rank in Pre-Medical 55


219. Which of the following sawhorse projection formulae represents the gauche conformation of butane?

CH3 CH3 H
H CH3
H CH3 CH3
H CH3
(1) H (2) (3) (4)
H H H H H H CH3 H
CH3 H H H H

Br

220. Br H H COOH has fisher diagram ?


CHO

COOH COOH CHO CHO


(i) H Br (ii) Br H (iii) H Br (iv) Br H
Br H H Br Br H H Br
CHO CHO COOH COOH

Which of the following is/are correct for the fisher diagram :-


(1) (i) & (iii) (2) (i) & (ii) (3) (iv) (4) (iii)
221. Which of the following compound has ‘S’ configuration ?
CH3 OH CH3 CH3

(1) H OH (2) Br CH3 (3) Br OH (4) HO Br


Br H H H
222. Which one of the following represent 'R' configuration :-

CHO H CH 3 COOH

(I) H OH (II) D OH (III) H OH (IV) CH3 NH2

CH 2OH CH 3 CH 2CH 3 H

(1) I and II only (2) I, II and III only (3) I, III and IV only (4) I, II, III and IV
223. The R/S configurations of these compounds are respectively :

HO H
CF3 H NH2 H CH3
CHO
HS
COOH

(1) R, R, R (2) R, S, R (3) R, R, S (4) S, S, S


224. Which is L–glyceraldehyde :-
CHO H CHO

(1) H OH (2) HO CHO (3) H CH2 – OH (4) All of them

CH2 – OH CH2 – OH OH

56 Your Target is to secure Good Rank in Pre-Medical


225. a
O

b
Absolute configuration of the chiral centres in the following compound :-
(1) a = R, b = S (2) a = R, b = R (3) a = S, b = S (4) a = S, b = R
226. How many compounds has R-configuration :-

Cl O Br
CH3 Cl Cl D
||
(i) F Br (ii) (iii) (iv) HO – C Cl
H Br H
I CH2– Cl
Br
(1) Three (2) Two (3) Four (4) One
227. How many of the following compound has 'D' configuration :-
CHO
CH2–OH
CHO CH3 H OH COOH H OH
H OH H OH HO H H H HO H
H CH2–OH H OH H OH H NH2 H OH
CH HO CH2–OH CH
OH 3 3
CHO
(i) (ii) H
(iii) (iv) (v)
(1) One (2) Two (3) Three (4) Four
1COOH

H 2 OH
228. In the compound HO 3 H configuration is :-
4
COOH
(1) 2R, 3R (2) 2R, 3S (3) 2S, 3R (4) 2S, 3S
229. The absolute configuration of the two chiral centres in the following molecule are :-
COOH
H Br
H CN
OH
(1) 2R, 3S (2) 2R, 3R (3) 2S, 3S (4) 2S, 3R
230. What is correct configuration of following compound ?
COOH
H 1 OH
Br 2 OH
COOH
(1) (1R, 2S) (2) (1S, 2R) (3) (1R, 2R) (4) (1S, 2S)
231. The R/S configuration of these compounds are respectively :
OH H H NH2
HS H CH3
CHO
Ph CF3 COOH
I III
II
(1) R, R, R (2) R, S, R (3) R, S, S (4) S, S, S
Your Target is to secure Good Rank in Pre-Medical 57
232. Configuration of the given compound is :-
COOH
H 2N H
H OH
CH3
(1) 2S, 3S (2) 2R, 3R (3) 2S, 3R (4) 2R, 3S
233. The IUPAC name of given compound is :-
H
Cl

CH3
CH3

OH H
(1) (2R, 3R)–3–Chloro–2–butanol (2) (2R, 3S)–3–Chloro–2–hydroxy butane
(3) (2R, 3S)–3–Chloro–2–butanol (4) (2S, 3R)–3–Chloro–2–butanol
234. The absolute configuration of given compound is:
COOH
H NH2
H OH
CHO
(1) 2R, 3R (2) 2S, 3R (3) 2S, 3S (4) 2R, 3S

HOOC COOH
235. The absolute configuration of is :-
HO
H H OH

(1) S, R (2) S, S (3) R, R (4) R, S

236. The configuration of the compound is :–

(1) E (2) R (3) S (4) Z


237. R-2-chloro-3-methyl butane is :-

CH3 CH2–CH2–CH3 CH3 CH3


Cl H
(1) Cl H (2) Cl CH3 (3) (4) Cl H
Cl CH3
CH2–CH2–CH3 H CH(CH3)2
CH3
238. Which of the following structures has the S-configuration at the chiral centre :-
CHO COOH H3C H
C C
(1) HOCH2 OH (2) HO CH3 (3) (4) All of these
H H OH

58 Your Target is to secure Good Rank in Pre-Medical


CH3 Br

C and C
239. The given pair is :- H C2H 5
Br H
C 2H 5 CH3
(1) Enantiomers (2) Hamomers
(3) Constitutional isomers (4) Diastercomers

H OH
240. Compound A below H Cl is :-

(1) is called thero isomer (2) is called erythro isomer


(3) is called diastereomer (4) is a recemic mixture
241. (2R, 3R)–2, 3 butandiol is :-

(1) HO H (2) H CH3 (3) H OH (4) HO H


H OH HO H H OH HO H

242. Relate the following compound's :-


Br

Br Br Br
(1) Same (2) Enantiomer (3) Diastereomer (4) Meso-compound
243. Find out relation between I and II :-
CH3 CH3
H OH HO H
H OH H OH
H OH HO H
CH3 CH3
(I) (II)
(1) Enantiomers (2) Diastereomers (3) Homomers (4) Structural isomers
244. The given pair is :-
Br Br

H and C 2H 5
C2 H 5 CH3 H CH3
(1) Enantiomer's (2) Diastereomer's (3) Structural isomer's (4) Homomer's
245. The following structures represent a pair of :-

CH3 Cl
H Cl Br CH3
Br H
(1) Enantiomer (2) Diastereomer (3) Meso compound (4) Homomers

Your Target is to secure Good Rank in Pre-Medical 59


246. Which of the following represent pair of enantiomers ?
Cl Cl CH3 CH3
Br Br H OH HO H
(1) I I (2)
F F CH3 CH3
OCH3 OCH3

(3) Cl D D Cl
(4) None
H H
247. Which of the following is homomer of given compound ?

CH2–CH3
HOOC CHO
CH3

CHO
CHO CHO CHO
(1) H5C2 CH3 (2) H3C CH2–CH3 (3) H5C2 COOH (4) H3C–H2C CH3
COOH COOH C2H5 COOH

COOH COOH
H OH H OH
248. , are :-
HO H H OH
COOH COOH

(1) Enantiomers (2) Diastereomers (3) Mesomers (4) Position isomers


249. The compound I and II are related as :
CHO CHO
H–C–OH HO–C–H
(I) H–C–Br (II) Cl–C–H
CH2–OH CH2–OH
(1) Enantiomer (2) Homomer (3) Diastereomer (4) Not isomer
250. The compound I & II are related with each other as:-

COOH COOH
H–C–OH H–C–Br
H–C–Br H–C–OH
CH3 CH3
I II

(1) Position isomers (2) Enantiomers


(3) Conformational isomers (4) diasteromers

60 Your Target is to secure Good Rank in Pre-Medical


251. Consider the following structure :-
COOH COOH
H–C–OH HO–C–H
H–C–OH H–C–OH
COOH COOH
I II
The structure I & II are related :-
(1) Homomer (2) Enantiomer (3) Diastereomer (4) Functional isomer
252. Which of the following combination amongst the four fischer projections represents the enantiomers:-
CH3 OH

H OH H CH3

CH=CH2 CH=CH2
(I) (II)

CH=CH2 H

CH3 OH HO CH=CH2

H CH3
(III) (IV)
(1) I and II (2) I and III (3) II and IV (4) None
253. Which of the following pair are diastereomers:-
CHO CHO COOH COOH
H Br Br H
(1) H OH and HO H (2) and
Br H H Br
CH3 CH3 C6H5 C 6H5
H3C CH3 H3 C H
(3) C C and C C (4) All of these
H H H CH3
CH3 CH3 H
254. D H , H T , T CH3
T D D
(I) (II) (III)
Choose the correct statement
(1) I & II have R configuration (2) I & III are enantiomers
(3) II & III are enantiomers (4) all are identical
255. OH and H is :-
CH3 H 3C OH
H
C C

C H C CH3
H 3C HO
OH H
(1) Homomers (2) Enantiomers (3) Diastereomers (4) Different compound's

Your Target is to secure Good Rank in Pre-Medical 61


256. The two structures written ahead represent :
CH3 CH2–OH
HO H HO D
H OH H OH
CH2–OH CH3
(1) Pair of enantiomers (2) Pair of diastereomers
(3) Same molecule (4) Not isomers
257. In given compounds, How many compound can form Diastereomers ?
COOH
H OH
(I) CH2 = CH2 (II) CH3–CH=CH–CH3 (III) H OH
COOH
COOH
CH3 Cl H
H OH
(IV) HO H (V) HO H (IV) H C
C
H
Br CH3
COOH
COOH
(1) 3 (2) 4 (3) 5 (4) 6
258. The molecular represented by the following two structurer are :-
CH3 H
H OH HO CH3
Br H H C 2H 5
C2 H 5 Br
(1) Identical (2) Enantiomers (3) Diastereomers (4) Recemic mixture
259. Number of optical isomers in the open chain structure of glucose is :
(1) 16 (2) 8 (3) 32 (4) 4

OH
260. Number of stereoisomers of the given compound CH3–CH=CH–CH–CH3 is :-

(1) 2 (2) 4 (3) 3 (4) 6


261. Total number of stereoisomers of given compound?
CH2=CH.CHCl.CHBr.CH=CHCH3
(1) 4 (2) 5 (3) 6 (4) 8
262. How many optical isomers are possible of compound 2,3-dibromopentane?
(1) 3 (2) 4 (3) 2 (4) 8
263. How many total optically active isomers are possible for following structure :-
CH3–CH–CH–CH–CH 2CH 3
Cl Br Cl
(1) 6 (2) 8 (3) 4 (4) 9
264. How many optically active stereoisomers are possible for butane–2,3–diol
(1) 1 (2) 3 (3) 4 (4) 2
265. The number of stereoisomers possible for 2–bromo– 3–chloro butane is :–
(1) 2 (2) 1 (3) 4 (4) 3

62 Your Target is to secure Good Rank in Pre-Medical


266. If the compound has 2n stereoisomers then find the value of n :-

Cl

OH

(1) 6 (2) 5 (3) 4 (4) 3


267. Total 5 membered ring containing isomers (excluding optical isomers) possible for molecular formula
C7H14 are?
(1) 3 (2) 4 (3) 5 (4) 6
268. The number of optical isomers for the given compound is :-
CH3 CH CH CH CH3
Cl Br Cl
(1) 6 (2) 8 (3) 7 (4) 4
269. Total optical isomers of following compound :- CH3–CH(OH) · CH(Br)C2H5
(1) 2 (2) 3 (3) 4 (4) 6
270. The number of optically active compounds in the isomers of C4H9Br is :
(1) 1 (2) 2 (3) 3 (4) 4
271. Total optically active isomers of tartaric acid are :
(1) 1 (2) 2 (3) 3 (4) 4

272.   a(stereoisomers)  b(stereoisomers) than sum of a and b is :

(1) 4 (2) 6 (3) 8 (4) 12

273. CHOCH(OH)CH(OH)CH(OH)CH3  A (optical isomers)  B (stereo isomers) then A + B


Br Br
is:-
(1) 7 (2) 8 (3) 11 (4) 12



Your Target is to secure Good Rank in Pre-Medical 63


Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20
Ans. 4 2 1 1 3 4 3 1 3 1 3 2 1 3 1 1 4 1 4 1
Que. 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40
Ans. 3 1 3 4 2 1 3 4 4 1 2 3 1 3 1 4 1 4 2 2
Que. 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60
Ans. 4 2 4 3 3 3 2 2 3 2 1 2 1 3 3 1 2 2 4 2
Que. 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 78 79 80
Ans. 4 1 2 3 3 4 3 4 2 3 4 3 4 1 1 2 3 3 4 1
Que. 81 82 83 84 85 86 87 88 89 90 91 92 93 94 95 96 97 98 99 100
Ans. 1 3 1 3 1 2 1 4 2 3 4 1 4 4 4 3 2 4 3 2
Que. 101 102 103 104 105 106 107 108 109 110 111 112 113 114 115 116 117 118 119 120
Ans. 2 4 4 2 4 1 2 2 4 2 2 4 3 2 3 1 3 1 4 1
Que. 121 122 123 124 125 126 127 128 129 130 131 132 133 134 135 136 137 138 139 140
Ans. 4 2 4 1 2 1 3 1 2 1 3 2 4 1 4 3 2 1 2 4
Que. 141 142 143 144 145 146 147 148 149 150 151 152 153 154 155 156 157 158 159 160
Ans. 2 2 1 2 4 2 2 4 1 2 2 4 4 1 3 4 4 1 4 4
Que. 161 162 163 164 165 166 167 168 169 170 171 172 173 174 175 176 177 178 179 180
Ans. 1 2 4 4 1 4 1 3 2 2 3 4 1 1 4 1 3 4 3 4
Que. 181 182 183 184 185 186 187 188 189 190 191 192 193 194 195 196 197 198 199 200
Ans. 1 3 3 3 4 3 4 4 4 2 ? 2 2 2 1 2 2 4 1 3
Que. 201 202 203 204 205 206 207 208 209 210 211 212 213 214 215 216 217 218 219 220
Ans. 1 3 2 3 4 1 3 4 3 1 2 1 2 3 1 4 * 1 4 1
Que. 221 222 223 224 225 226 227 228 229 230 231 232 233 234 235 236 237 238 239 240
Ans. 3 1 3 3 3 2 2 1 1 2 1 3 3 4 3 2 4 2 1 2
Que. 241 242 243 244 245 246 247 248 249 250 251 252 253 254 255 256 257 258 259 260
Ans. 1 1 ? 1 4 3 2 2 4 1 3 1 3 4 1 4 2 1 1 2
Que. 261 262 263 264 265 266 267 268 269 270 271 272 273
Ans. 4 2 2 4 3 1 4 4 3 1 2 2 3

64 Your Target is to secure Good Rank in Pre-Medical


GOC-1

1. True statement about CH 3 is


(1) It has 6 electrons in valence shell of carbon atom.
(2) It is formed due to heterolytic bond fission.
(3) It has lone pair of electrons.
(4) It is formed due to homolytic bond fission.
2. Odd electron intermediate species is :
(1) Carbocation (2) Carbanion (3) Carbon free radical (4) None of these
3. A neutral divalent carbon species obtained by removal of two monovalent atoms from the same
carbon is called a :-
(1) Carbanion (2) Carbene (3) Carbocation (4) Free radical
4. Select false statement
(1) All carbocations have 6 electrons in valence shell of carbon atom.
(2) All carbanions have 8 electrons in valence shell of carbon atom
(3) All carbanions have planar geometry
(4) None
5. Which of the following compounds easily undergo homolytic bond fission ?
(1) CH3 Cl (2) CH3 CH O
(3) H O O H (4) NH2 CH3
6. Which of the following cleavage is homolytic cleavage ?
 hv o
(1) H O O H HO HO (2) H O O H 2HO

(3) R Br R Br (4) R Cl R Cl
7. Which of the following cleavage is heterolytic cleavage ?
 hv
(1) R Br R Br (2) R R 2R
hv hv
(3) R S S R R S (4) Cl2 2Cl
8. Hetrolytic fission of a covalent bond can form
(1) Free radical (2) Both carbocation & carbanion
(3) Only carbocation (4) Only carbanion
9. CH3CH 2Cl undergoes homolytic fission produces:-
 
(1) CH 3 C H 2 and Cl (2) CH 3 C H 2 and Cl
 
(3) CH 3 C H 2 and Cl (4) CH 3 C H 2 and Cl
10. Which of the following intermediates have the complete octet around the carbon atom ?
(1) Carbonium ion (2) Carbanion
(3) Free radical (4) Carbene
11. Which of the following contains three pairs of electron ?
(1) Carbocation (2) Carbanion
(3) Free radical (4) None of these

Your Target is to secure Good Rank in Pre-Medical 65


12. In CH3CH2OH the bond that undergoes heterolytic cleavage most readily is :-
(1) C — C (2) C — O
(3) C — H (4) O — H
13. Halogenation of an alkane takes place through the intermediate :-
(1) Carbocation (2) Carbanion
(3) Carbon free radical (4) Carbene
14. Ammonia is iso-structural with :
(1) carbanion (2) free radical
(3) carbocation (4) carbene
15. Which one is the characteristics feature of a free radical ?
(1) Presence of negative or positive charge (2) Presence of unpaired electron
(3) Presence of even number electrons (4) Associated with highest
16. Which of the following has maximum –I effect.
r
(1) NR 3 (2) –Cl (3) –CN (4) –F
17. Decreasing(-I) power of given groups is :-
(A) –CN (B) –NO2 (C) –NH2 (D) –F
(1) B > A > D > C (2) B > C > D > A
(3) C > B > D > A (4) C > B > A > D
18. Correct order of –I effect is :

(1) NH3 > –COOH > –Cl > NO2 (2) –COOH > –Cl > –OH > –C  N

(3) –NO2 > – NH3 > –Cl > Ph (4) –COOH > – Br > –OH > –NH2
19. In which of the following compounds –CH3 shows –I effect :-
CH3 CH 3
(1) (2) (3) CH3–Mg–Br (4) CH3–CH3

20. Maximum-I effect is exerted by the group :-


O
(1) C 6H5 – (2) –OCH3 (3) –Cl (4) –N
O
21. Decreasing order of –I effect of triad (–CN, –COOH, –OCH3)
(1) –OCH3 > –CN > –COOH (2) –CN > –OCH3 > –COOH
(3) –COOH > –CN > –OCH3 (4) –CN > –COOH > –OCH3
22. Which of the following will show zero inductive effect ?

(1) –H (2) –D (3) –CH3 (4) –NH3


23. Which of the following has maximum – I effect?
(1) – COOH (2) – OR (3) – NO2 (4) Ph –
24. Correct order of –I effect is :-
(1) –CN > –NO2 > –CHO (2) –OH > –Cl > –CH3
(3) –X > –OH > –NH2 (4) –Cl > –F > –Br

66 Your Target is to secure Good Rank in Pre-Medical


25. Which of the following statement is incorrect for inductive effect ?
(1) It involves shifting of  bonded electron
(2) It is distance dependent effect
(3) It arise due to difference in electronegativity of atom attach to organic chain
(4) It is a temporary effect
26. In inductive effect, if reference atom is 'Cl' then which one show –I effect ?
(1) –CH3 (2) –Br (3) –I (4) –F
27. In given compound, in which compound –CH3 group not show +I effect ?

(1) CH3–MgCl (2) CH 3  C H  CH 3


(3) CH 3  C H  CH 3 (4) CH 3

28. Incorrect order of +I effect is :


(1) –O1 > –COO 1 > –CMe 3
(2) –CH2D > –CHD2 > –CD3
(3) –CH3 > –CH2Me > –CHMe2 > –CMe3
(4) –CT3 > –CD3 > –CH3
29. In which of the following compound inductive effect is not present :
(1) CH3–CH2–Br (2) CH3–CH=CH2
(3) CH3–CCH (4) CH3–CH2–CH3
30. Which of the following has strong +I effect?
 
1
(1) – O (2) –t
(3) –CH3 (4) –NH – CH3
31. In which of the following compounds inductive effect is absent ?
Cl
(1) O (2)
(3) (4)
32. Which of the following has maximum –I effect?
(1) –NO 2 (2) –COOH

(3) –F (4) –NR 3
33. Correct order of stability of the following carbo cation :
+ + + +
CH2 CH2 CH2 CH2

CH3 CD3
CH3 CD3

(1) I > II > III > IV (2) I > II > IV > III
(3) II > I > IV > III (4) I > IV > II > III

Your Target is to secure Good Rank in Pre-Medical 67


34. Which of the following cations is most stable :-
CH3
CH3
C CH3
(1) C CH3 (2) H C 
H 3C  3

OH

CH3 CH3
(3) C CH3 (4) C
 H 3C  OH
HO
35. Stability of the following carbanions is in the order :-

(1) CH3–CH–CH 3 > CH3–CH2 > CH2=CH > CHC

(2) CHC > CH 2=CH > CH3–CH2 > CH 3–CH–CH 3

(3) CH3–CH2 > CH 3–CH–CH 3 > CH2=CH > CHC

(4) CHC > CH 2=CH > CH3–CH2 > CH 3–CH–CH 3


36. Which of the following resonating structure contributes equally to the resonance hybrid.
 
(1) CH3 – C – CH  CH – CH3  CH3 – C  CH – C H – CH3
| |
CH3 CH3

+
(2) CH3 – C – NH2  CH3 – C = NH2
|| |
O
O-
-
O O
(3) CH3 – C  CH3 – C
-
O O
+ -
(4) CH2 = CH – CH = O  CH 2 – CH = CH – O
37. Which of the following compounds has localized lone pair?

NH2 CH2 – NH2 CH – CH3

(1) (2) (3) (4)


N
H
38. In which of the following anions electron will delocalized in d-orbital?

O O O O

(1) (2) (3) (4)


Cl
Cl Cl

68 Your Target is to secure Good Rank in Pre-Medical


39. Resonance :-
(1) It increase energy of a molecule (2) Increase stability of molecule
(3) Affect bond length (4) Both (2) & (3)
40. Which has more resonating structures?
O 
||  O O O

(2) O–S |

|
O–S=O
(1)  (3) H 3C–C H
(4) 3C–S–O
| O O O
O 

41. Which is wrong electronic delocalisation?

:OH :Cl :NH 2 CH=O

(1) (2) (3) (4)

42. Which of the following cannot show resonance ?

NH 3 NH3 NH 3 NH3

(1) (2) (3) (4)

43. In which of the following molecule electron pair present on nitrogen atom is not involve in resonance?

NH2
CH2–NH–COCH 3 NH–Ph
(1) (2) (3) (4)
N

44. Which has more resonating structures?


O 
||  O O O

|

(1) O–S=O (2) O–S (3) H 3C–C (4) H 3C–S–O


 | |
O O O
O 

45. Which of the following compound have localised electron pair at 'N' :-
O O O O
(1) CH3–C–NH 2 (2) CH3–C–CH2–NH 2 (3) CH3–C–CH=CH–NH2 (4) H2N–C–NH2
46. How many of following compounds has resonance:-
OH
H H
N

B O
I II III IV

NR3

H2N C=O

V VI VII VIII
(1) Six (2) Seven (3) Five (4) Four

Your Target is to secure Good Rank in Pre-Medical 69


47. Which is correct representation of resonance hybrid of H2C=CH–CH=O
+ – + –
(1) H C CH CH O (2) H C CH2 CH2 O
2 2

– + + – +
(3) H C CH (4) H
2 CH O 2C CH CH O
48. Which of the following do not show resonance ?

NH3
CHO
(1) (2) (3) CH2–CHO (4) Both (2) & (3)
CHO

49. Which is wrong electronic delocalisation?

:OH :Cl :NH 2 CH=O

(1) (2) (3) (4)

50. Which is not resonating structure of

NH

(1) (2) (3) (4)


NH NH
NH NH

51. Lone pair on N is not involved in resonance in :

O NH2
N O
H 3C CH3
(1) CH2=CH–NH 2 (2) (3) NH (4)

52. Which of the following resonating structure not valid?

O  O O  O O  O
N O  O N N
N

(1) (2)  (3) (4)

53. Which of the following is not a valid resonance structure :-

O –
O –2
O O
– 
(1) (2) (3) (4)

70 Your Target is to secure Good Rank in Pre-Medical


54. Which of following is incorrect resonating structure ?

O N–O O N–O ON=O ON=O

(1) (2) (3) (4)

55. Which of the following is correct representation of delocalisation of electrons during resonance :

(1) CH2 = CH2 – CH = CH2 (2) CH2 = CH – CH – CH = O

NH3 O
C–OH
(3) (4)


56. Which of the following is wrong resonating structure of CH2 :-

 
CH  CH
(1) CH2 (2) CH CH2 (3) CH2 (4) CH2

CH
57. Which is the wrong representation of resonance?


(1) H 2C—CH=CH2 (2) H 2C (3) H 2C (4) H2C—CH=O
CH3 CH2
58. Which cation does not show resonance ?

   
(1) CH 2  OH (2) (3) (4)

59. Which of the following is non-conjugated molecule.

OH
OH O
O
(1) (2) (3) (4)
O
OH
60. Which of the following is in-valid canonical form:

NH2 NH2 
O O
 
(1) (2) CH3–C–OCH 3 CH3–C=O–CH3

O OH O O

(3) CH3–C–OCH 3 CH2=C–OCH3 (4) CH3–C–CH2 CH3–C=CH2

Your Target is to secure Good Rank in Pre-Medical 71


61. Which of the following is valid canonical structure :-
O O
H H  O OH
(1) N – C – CH3 N = C – CH3 (2)
H H

O O O O

(3) CH2=CH–C–H CH2–CH=C–H (4) CH2–CH=C–H CH2=CH–C–H
62. Which are not valid resonating structures ?

  CH  CH  OH
(1) CH2 = CH – OH (2) CH2 = CH – O  CH2  CH  O
2

   
  CH  C  O
(3) CH3  C  O (4) CH 2  CH  NH 3  C H2  CH  NH3
3

63. Total number of aromatic compounds or molecules are :

; ; ;
N S N

; ; ;

(1) 6 (2) 4 (3) 8 (4) 7

Which of the following does not exist at room temperature ?


CH3
(1) (2) (3) (4)

65. Which of the following compounds are aromatic in nautre :-

(a) (b) (c) (d)

(1) a, c (2) c, d (3) a, c, d (4) a, b, c, d


66. Which of the following is/are aromatic :-

(a) (b) (c) (d)

(1) Only a (2) b, c


(3) a, b, c (4) All
67. W hi c h o f t h e f o l l o w i n g c o m p o u n d i s n o n - a r o m a t i c ?

(1) (2) (3) (4)


 S

72 Your Target is to secure Good Rank in Pre-Medical


68. Identify the compound which is not aromatic :-

(1) (2) (3) (4)


O

H H

Cl Cl
Cl Cl Cl Cl
69. (I) (II) (III)
Cl Cl Cl Cl
Cl Cl
For the above structures which of the following statement is correct :-
(1) (I) Aromatic (II) Non-aromatic (III) Anti aromatic
(2) (I) Aromatic (II) Non-aromatic (III) Non-aromatic
(3) (I) Anti aromatic (II) Non-aromatic (III) Non-aromatic
(4) Cyclic resonance present in (III)
70. The non-aromatic compound among the following is :

(1) (2) (3) (4)


S
71. Which is aromatic ?
   
(1) (2) (3) (4)

72. Which is aromatic ?

–:
(1) (2) (3) (4)
+ –
:

73. Among the following the aromatic compound is:-

(1) (2) (3) (4)


+ + –
74. Which statement is correct for following compound:-

(I) (II)
N
H
H
(1)I & II are aromatic (2) I & II are antiaromatic
(3)I is aromatic and II is antiaromatic (4) I is non-aromatic and II is anti-aromatic

Your Target is to secure Good Rank in Pre-Medical 73


75. Which of the following resonating structure contributes equally to the resonance energy to hybrid
structure.
 
(1) CH3 – C – CH  CH – CH3  CH3 – C  CH – C H – CH3
| |
CH3 CH3

+
(2) CH3 – C – NH2  CH3 – C = NH2
|| |
O
O-
-
O O
(3) CH3 – C  CH3 – C
-
O O

+ -
(4) CH2 = CH – CH = O  CH 2 – CH = CH – O

76. Minimum energy in followng resonating structure of compound ON N=O

is :-

    
(1) O N  N O (2) O N N O


    
(3) O N N O (4) O N N O

77. More resonance energy in a compound then


(1) Increase stability of molecule (2) Decrease stability of molecule
(3) Both (1) & (2) (4) None of these
78. Which will be the more energy in these resonating structure:
– 
— —
(1) CH2—CH—CH—CH—NH 2

(2) CH2—CH—CH—CH—NH 2

–  – 

(3) CH2—CH—CH—CH—NH — 2 —
(4) CH2—CH—CH—CH—NH — 2
79. Which of the following statement is incorrect for resonance ?
(1) Resonance involves the identical position of atom's but differ in position of electron's
(2) Resonance hybrid is suppose to real strucutre of molecule
(3) Resonance energy is difference in energy in between most stable canonical form to resonance
hybride
(4) The less stable canonical form contribute more toward resonance hybrid
80. Maximum resonance energy is known for :-

(1) (2) (3) (4)

74 Your Target is to secure Good Rank in Pre-Medical


81. Resonance energy of anthracene :-

+ H2 + H = –28.6 Kcal/mole

+ Excess H2

+ H = –116 Kcal/mole

(1) 116 Kcal/mole (2) 110 Kcal/mole (3) 84 Kcal/mol (4) 100 Kcal/mole
82. In which of the following pairs second structure is having more resonance energy than first one:-
 
(1) 
, CH2 = CH–CH2 (2) , (3) , (4) All of these
  
83. Examine the following two structures for the anilium ion and choose the correct statement from ones
given below :–

NH3 NH3

(I) (II)
(1) (II) has more energy than (I) (2) (II) has less energy
(3) Both (I) and (II) have same energy (4) None of these
84. Out of the following species which have all equal C–O bond length :-
I. CO32–
II. HCOO–
III. HCOOH
(1) I, II (2) I, III (3) II, III (4) I, II, III

85. Arrange following in increasing order of C—N bond length :


NH NH
R S
CH2=NH CH3—CH2—NH2
P Q

(1) Q < P < R < S (2) P < R < S < Q (3) R < S < Q < P (4) S < R < Q < P
86. NO2
Br y
I

O 2N
x
x & y are bond length then find correct order?
(1) x > y (2) x < y (3) x = y (4) Can't predict

Your Target is to secure Good Rank in Pre-Medical 75


87. Order of C–O bond length in the following molecule is :-
Me
O O
 O 
Me Me Me  Me

(1)  >  >  (2)  >  >  (3)  >  >  (4)  >  > 
88. Which one is correct for bond length :-
OH OH OH O O O
(1) > > [C–O] bond length(2) > > [C–O] bond length

Cl Cl Cl
(3) > > [C–Cl] bond length (4) > [C–C] bond length

89. Which one is correct for given compounds :-

CH3 CH3

1 2

CH3 CH3
(X) (Y)

(1) Bond length 1 =  2 (2) Both compound show G.I.


(3) Dipole moment of X < Y (4) Solubility in benzene Y > X
90. Compare bond length in the given compounds:-

H2C=CH2 H3C–CH 3

(a) (b) (c)


(1) a > b > c (2) c > a > b (3) c > b > a (4) a > c > b
91. Correct order of bond length is :-
O
II I
– –
O O
III
(1) I > II = III (2) II > III > I (3) I > III > II (4) II = III = I
92. Which of the following has longest carbon chlorine bond length ?
Cl
Cl Cl Cl
(1) (2) (3) (4)
CHO

76 Your Target is to secure Good Rank in Pre-Medical


93. Which is not true statement :-
(1) The C–Cl bond length is less in vinyl chloride than ethyl chloride.
(2) The C–C bond length is more in vinyl chloride than in ethene.
(3) The dipole moment of ethyl chloride is less than that of vinyl chloride.
(4) Ethyl chloride is more reactive than vinyl chloride.
94. Which has least carbon halogen bond length
(1) H 2C Cl (2) H 2C Cl

Cl
Cl
(3) (4)

95. Which one of the following (C – H) bonds is weakest for homolytic fission :-
(1) CH2=CH–CH2–H (2) (CH3)3C–H (3) Ph2CH–H (4) CH 3CH 2–H
96. Minimum bond dissociation energy in indicated C–H bonds :

H
b
H–CH2 a CH3
f
H
e
H c
H
CH2–H
d
(1) a (2) b (3) e (4) d

97. NH2 NH2 NH2

CH2 = NH

CHO
I II III IV
Among these compounds the correct order of C–N bond length is :-
(1) IV > I > II > III (2) III > I > II > IV
(3) III > II > I > IV (4) III > I > IV > II
98. Which of the following has maximum bond dissociation energy ?
(1) CH3–H (2) CH3–CH2–H
(3) CH2=CH–CH2–H (4) C6H5–CH2–H

CH3
H I

99. IV II which C–H bond has minimum bond dissociation energy for homolysis:-
H H
H III

(1) IV (2) III (3) II (4) I

Your Target is to secure Good Rank in Pre-Medical 77


100. Which is most reactive chlorine :-

(a) (b)
Cl CH=CH–Cl

CH2–Cl (c)
(1) a (2) b (3) c (4) All equal reactive
101. Arrange following in increasing order of C–N bond length :
CH2=NH CH3–CH2–NH 2

(P) (Q)

NH NH
R S

(1) Q < P < R < S (2) P < R < S < Q (3) R < S < Q < P (4) S < R < Q < P
102. The minimum rotation barrier observed will be in :-
(1) CH2 = CH–Cl (2) CH2=CH2–CH3 (3) CH2 = CH–NO2 (4) CH2=CH–O–CH3

103. I. CH2  CH 2

II. CH3  O  CH  CH2

III. CH3  O  CH  CH  C  O  Et
O
Which of the following order of rotation barrier about the C=C bond, as indicated is correct ?
(1) I > II > III (2) III > II > I (3) II > I > III (4) III > I > II

104. I. CH  CH 2

II. CH  CH

III. CH  CH O  CH 3

Which of the following orders of rotation barrier about the C=C, as indicated above is correct?
(1) I > II > III (2) II > III > I (3) III > II > I (4) I > III > II
105. Which of the following is most stable cation :-

O O O O
 
(1) (2) (3) (4)
 

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106. Which of the following is most stable carbocation?

(1) (2) (3) (4)

107. Which of the following carbocation is least stable


   CH2
CH2 CH2 CH2
(1) (2) NO2 (3) (4)
NO2
OCH3
108. The correct stability order for the following carbocation is :-
 

(I) O (II) (III) (IV) O
(1) IV > I > III > II (2) IV > III > II > I (3) I > IV > III > II (4) I > III > IV > II
109. The decreasing order of stability of following cation is :-

CH2 CH2 CH2 CH2

OH NH 2 CH 3 Cl
(P) (Q) (R) (S)

(1) P > Q > R > S (2) Q > S > R > P


(3) Q > P > S > R (4) Q > P > R > S
110. Order of stability of carbocations follows the order :

O
O
O
(a) (b) (c)
(1) a > b > c (2) c > b > a (3) c > a > b (4) b > a > c
111. Which is most stable anion ?

(1) (2) (3) (4)


O

112. is more stable than :-

CH2
(1) (2) (3) (4)

Your Target is to secure Good Rank in Pre-Medical 79


113. Which of the following is most stable anion?

CH2
CH2 CH2
(1) (2) CH3—CH 2 (3) (4)
CH3
114. Which of the following radical is most stable ?
(1) CH3–CH–O–CH3 (2) CH2=CH–CH–CH 3
(3) CH2=CH–CH–O–CH 3 (4) CH3CH2–O–CH2–CH 2
115. The relative stability of the following carbocation:-

(I) + (II) + (III)


+

(1) I > II > III (2) I > III > II (3) II > I > III (4) II > III > I
116. Which is most stable :

(1) NH (2) NH (3) NH (4) NH

117. Which is least stable :

(1) (2) (3) (4)

118. Which is most stable anion :

(1) CH C (2) CH2 (3) (4) CH 2=CH

119. Which of the following carbocation is most stable?


   
(1) CH3–C–CH2–CH3 (2) CH 3–C–CH3 (3) CH3–CH–CH–CH 3 (4) CH3–C–CH–CH 3
OH CH3 OH O
120. Rank the following free radicasls in order of decreasing stability :-
.
(I) C6H5 CHC6H 5
.
(II) C6H5–CH–CH=CH2
(III) CH3–CH–CH3
. .
(IV) C H CH–CH
. .
6 5 3

(V) CH CH=CHCH CH
3 2 2
(VI) CH –CH –C–CH
3 2 3

CH3
(1) I > II > III > IV > V > VI (2) VI > V > IV > III > II > I
(3) I > II > IV > VI > III > V (4) I > IV > VI > V > II > III

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121. The decreasing order of stability of following anions is :-

CH2 CH2 CH2 CH2

OCH3 C–H Cl CH3


(P) O (R) (S)
(Q)

(1) S > P > R > Q (2) R > Q > P > S (3) Q > R > S > P (4) P > Q > R > S
122. The most stable carbanion among the following is :-

CH2 CH2
CH–CH
2 2 CH2

(1) (2) (3) (4)

OCH3 NO2
123. Which of the following corbocation is the most stable ?

 
(1) C (2) C6H5 CH2 (3) (4) CH3 CH CH 3

124. The most stable free radical among the following is :-


(1) C6H5CH2 CH 2 (2) C6H5 CHCH3
(3) CH3 CH 2 (4) CH3 CHCH3

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ANS WE R KEY

4 3 2 3 3 2 1 2 1 2

1 4 3 1 2 1 1 4 3 4

4 1 3 3 4 4 1 2 4 1

3 4 2 3 2 3 2 2 4 1

4 3 3 1 2 2 1 4 4 4

2 3 4 4 4 4 4 4 2 3

3 4 2 1 4 4 4 2 2 1

4 2 1 4 3 4 1 2 4 4

3 1 3 1 2 2 3 3 4 2

4 2 3 3 3 3 3 1 4 3

2 3 1 1 2 4 2 3 4 4

3 4 3 3 1 2 4 1 1 3

3 4 1 2

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GOC-2
1. Reactivity order of the following compounds for hydrochlorination (HCl) is
CH2 = CH – Cl (CH3)2C = CH2 CH2 = CH – CHO
(I) (II) (III)
(1) I > II > III (2) II > III > I (3) II > I > III (4) III > I > II
2. Arrange the following compounds in decreasing order of reactivity for EAR :-
Ph–CH=CH2 (I) Ph–C=CH–CH 3 (II)
CH3
Ph2C=CH–CH3 (III) CH2=CH–NO2 (IV)
(1) IV > I > II > III (2) III > II > I > IV (3) II > III > I > IV (4) II > III > IV > I

3. CH3–CH=CH 
OH    A
 major
product 

A is :–

(1) CH3–CH(Br)CH2 OH (2) CH3CH2CH(Br) OH

(3) CH3CH2CH(Br) Br (4) CH3CH(Br)CH2 Br

4. 
Br2
NaCl
?

Which of the following product will not be obtained :-


Br Br Cl
(1) Cl (2) Br (3) Cl (4) Both 1 and 2

5. CH2=CH–CCl 3  
HBr
?
(1) CH2=CH–CBr 3 (2) CH2–CH2–CCl3 (3) CH3–CH–CCl3 (4) CH2–CH–CCl3
Br Br Br Br
6. Trans-2-butene HOBr P.
Identify the product P
CH3 CH3 CH3
CH3 CH3 OH CH3 Br
H OH
(1) (2) H OH (3) Br H (4) HO H
H Br Br H
CH3 H H
CH3
CH2=CH–CCH   P 
HCl
7. 1 eq.
polymerisation
 Q.
Product Q is :-
(1) Chloroprene (2) Natural rubber (3) Buna-S (4) Neoprene
8. Arrange the following towards their reactivity for hydration?

(I) CH3O–CH=CH2 (II) F–CH=CH2 (III) CH3–CH=CH2 (IV) CH CH2

(1) II > I > III > IV (2) I > III > IV > II (3) I > II > III > IV (4) I > IV > III > II

Your Target is to secure Good Rank in Pre-Medical 83


9. Arrange the following compounds in decreasing order of Keq for nucleophilic addition reaction.
O
(a) Ph—CO—CH3 (b) Cl C–CH3

O O
(c) H3C C–CH3 (d) O2N C–CH3
(1) a > b > c > d (2) c > a > b > d
(3) d > b > a > c (4) d > a > b > c
10. A carbonyl compound 'A' reacts with hydrogen cyanide to form a cyanohydrin 'B' which on hydrolysis
gives an optically active alpha hydroxy acid 'C'. 'A' gives a positive iodoform test 'A', 'B' and 'C' are
given by the set :-

(1) HCHO; ;

(2) CH3CHO; ;

(3) CH3CH2CHO; ;

(4) ; ;

11. Which carbonyl group of the given compound is most reactive for hydration :-

(1) 3 (2) 1 (3) 2 (4) All have equal reactivity


12. Select the chain propagation steps in the free radical chlorination of methane :-
. . .
(a) Cl2 2Cl (b) Cl+CH4 CH3Cl+H
. . . .
(c) Cl+CH4 CH3+HCl (d) H+Cl 2 HCl+Cl
. .
(e) CH3+Cl 2 CH3–Cl+Cl
(1) b, c, e (2) a, c, e (3) c, e (4) b, c, d
13. A hydrocarbon X(V.D.=35) forms only one monochloro substitution product, X is :-
(1) Neopentane (2) Cyclopentane
(3) Pent-1-ene (4) n-pentane
14. Toluene reacts with Cl2 in the presence of light to give :–
(1) Benzyl chloride (2) Benzoyl chloride
(3) p–chlorotoluene (4) o–chlorotoluene

84 Your Target is to secure Good Rank in Pre-Medical


CH2–CH=CH–CH3

NBS
15. 
(A) .
Major

Compound (A) is :

Br
(1) Ph–CH2–CH=CH–CH2Br (2) Ph–CH–CH=CH–CH 3

(3) Ph–CH2–CH2–CH–CH3 (4) Ph–CH2–CH–CH2–CH3


Br Br
16. Match column-I and column-II and select the answer :
Column-I Column-II
(a) 
CH3–CH=CH 2  CH 3–CH–CH 3
?
(p) HBr followed by hydrolysis
Br
(b) 
CH3–CH=CH 2 
?
CH2–CH=CH 2 (q) Br2/CCl 4
Br

Br
(c) 
CH3–CH=CH 2  CH3–CH–CH 2
?
(r) NBS
Br

(d) 
CH3–CH=CH 2  CH3–CH–CH 3
?
(s) HBr
OH
(1) (a-s), (b-r), (c-q), (d-p) (2) (a-p), (b-r), (c-q), (d-s)
(3) (a-s), (b-q), (c-r), (d-p) (4) (a-q), (b-r), (c-s), (d-p)
17. Correct order of rate of EAS (electrophilic aromatic substitution) ?

(1) c > b > a > d (2) c > d > a > b (3) a > b > c > d (4) c > d > b > a

18. ; Compound (A) is :

CH3 CHCl2 CH3 CH3


Cl
(1) (2) (3) (4)
CH 2Cl CH 2Cl CH3 CH3
Cl

Your Target is to secure Good Rank in Pre-Medical 85


19. Which of following would not give 2-phenyl butane as the major product in a Friedel Crafts alkylation
reaction with benzene?
(1) Butanoyl chloride + AlCl3 then Zn–Hg/HCl (2) n-Butyl chloride + AlCl3
(3) 2-Butanol + H2SO4 (4) 1-Butene + HF

20.

Major product of above reaction is :

(1) (2) (3) (4)

21. The compounds P, Q and S

were separately subjected to nitration using HNO3/H2SO4 mixture. The major product formed in each
case respectively, is -

(1)

(2)

(3)

(4)

22. The order of reactivity of the following alkyl halides for a SN2 reaction is -
(1) RF > RCl > R –Br > R–I (2) R–F > R –Br > R–Cl > R–I
(3) R–Cl > R –Br > R–F > R–I (4) R–I > R –Br > R–Cl > R–F

86 Your Target is to secure Good Rank in Pre-Medical


23. Which one of the following is most reactive for reaction :

(1) (2)

(3) (4)

24. Among the bromides given below, the order of reactivity of S 1 reaction is -
N

(I) (II) (III)

(1) III > I > II (2) III > II > I (3) II > III > I (4) II > I > III
25. Compare rate of S 1 :-
N
I I I
(I) (II) (III)

(1) II > III > I (2) II > I > III (3) I > II > III (4) III > II > I
26. Reactivity order for SN1 reaction
Cl Cl Cl
Cl

(I) (II) (III) (IV)

CH3 CH2CH3 HC CH3


CH3

(1) I > II > III > IV (2) II > III > IV > I (3) IV > III > II > I (4) III > IV > II > I
27. Which of the following undergoes fastest reaction with aqueous NaOH solution
(1) C6H5 CH OMe (2) C6H5 CH CH3
Cl Cl
C6H5 CH C6H5
(3) C6H5 CH CH2CH3 (4)
Cl
Cl
28. Under identical conditions, solvolysis of which of the following substrate would lead to maximum
racemisation :-
CH3
H Br
CH3 CH3 Br
(1) H D (2) (3) Br NO2 (4) C6H 5 D
Br H CH3
OCH3

Your Target is to secure Good Rank in Pre-Medical 87


29. Which of the following alcohols is most reactive towards substitution with HBr ?
CH2OH CH2OH CH2OH
CH2OH
(1) (2) (3) (4)
O2 N CH3O Br
30. Consider the following bromides :-
Me Me
Me Br Me
Br Br
A B C
The correct order of SN1 reactivity is
(1) A > B > C (2) B > C > A (3) B > A > C (4) C > B > A

CH3
H Br
31. NaOH,DMSO Product.
H D
CH3

Product .................is :-

CH3 CH3 CH3 CH3


H OH HO H H Br H D
(1) H (2) H (3) H (4) H
D D OH OH
CH3 CH3 CH3 CH3

32. .

Compound A is

SH SH Br
(1) (2) (3) (4)
CH2SH CH2Br CH2SH

33. Which of the following reaction is feasible ?

Cl – Cl –
+ AlCl4 AlCl3
+ AlCl4
(1) AlCl3 (2)
Cl Cl

Cl Cl Cl –
+ AlCl4
AlCl3 AlCl3
(3) –
(4)
+ AlCl4
Cl

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34. Which reaction is least feasible
Cl OH
Cl OH

(1) 
NaOH
high temp
 (2) 
NaOH

NO2 NO2
Cl OH
Cl OH NO2 NO2
OMe OMe
(3) 
NaOH
 (4) 
NaOH

NO2 NO2
35. Arrange the following in order of their leaving group tendency?
O
Br H3C C O Ph-O
(I) (II) (IV)
(1) I > II > III > IV (2) I >III > II > IV (3) I > II > IV > III (4) I > IV > IIII > II
36. The structure of the major product formed in the following reaction is :

(1) (2) (3) (4)

37. Which of the following on heating with aqueous KOH, produces acetaldehyde ?

(1) CH2ClCH2Cl (2) CH3CHCl2 (3) CH3COCl (4) CH3CH2Cl

38. R–OH   R–Cl


Which of the following reagents can be used for this reaction.
(a) HCl/ZnCl2 (b) NaCl (c) PCl3 (d) PCl5 (e) SOCl2
(1) a, c, d, e (2) a, b, c, d
(3) a, b, d, e (4) All of the above
SOCl
39. R–OH 
Pyridine  R–Cl + SO2 + HCl
2

This reaction follows which of the following mechanisms ?


(1) SN1 (2) SN2 (3) E1 (4) E2

40.

A and B are :-
(1) Identical structure (2) Position isomers
(3) Geometrical isomers (4) None of the above
Your Target is to secure Good Rank in Pre-Medical 89
41. Which of the following is most reactive for dehydrohalogenation :–

Br Br
(1) (2) (3) (4)
Br Br
42. In which of the following reaction saytzeff's alkene is formed as major product :-
CH3
s –

(1) CH3–CH2–C–CH3 OH   (2) CH3–CH2–CH–CH 3 EtO/EtOH

+ N(CH ) F
3 3

CH3 CH3
CH3O/CH3OH
(3) CH3–C–O–CH 
  (4) CH3–CH2–CH2–C–CH3 
O CH2–CH3 Br
43. CH2–CH–CH–CH3 
alc. KOH
?
| |
Cl CH3

(1) CH2–CH=C–CH3 (2) CH2–CH2–C=CH2


| |
CH3 CH3

(3) CH=CH–CH–CH3 (4) CH2–C=CH2


| |
CH3 CH3
CH3
44. CH3–C–CH2–Cl 
NaNH 2
?
CH3
(1) (2) CH3–C=CH2 (3) CH3–C=CH–CH 3 (4) CH3–CH=CH2
CH 3 CH3
CH3 Cl
alc.KOH alc.KOH
45. A B
Cl Cl
Product A and B (major) are respectively :
CH3 CH3
(1) (2)

CH3 CH3
(3) (4)

46. Arrange the following towards their reactivity for E2 elimination?


CH3 CH3
H3C Br Br Br
(I) (II) (III)
CH3 CH3 CH3
(1) III > I > II (2) I > II > III (3) II > I > III (4) III > II > I

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47. Given reaction mainly proceeds through –
Cl CH3ONa in
CH3OH/
(1) E1 (2)SN1 (3) SN2 (4) E2
48. Match the column-I and column-II and select the correct answer :
Column-I Column-II
Cl Cl
aq. KOH alc. KOH
(a) (p) E 1 (b) (q) SN1

Cl OH

H2O H /
(c) (r) SN2 (d) (s) E2

(1) (a-s); (b-r); (c-p); (d-q) (2) (a-r); (b-s); (c-q); (d-p)
(3) (a-r); (b-s); (c-p); (d-q) (4) (a-q); (b-p); (c-r); (d-s)
49. In the given reaction

Product (Major)

The product will be


(1) Cis-2-butene (2) Trans-2-butene
(3) 2-butyne (4) Buta-1, 3-diene
50. In E2 elimination some compounds follow Hoffmann rule which means
(1) The double bond goes to the most substituted position
(2) The compound is resistant to elimination
(3) No double bond is formed
(4) The double bond goes mainly toward the least substituted carbon.
51. Identify the set of reagents/reaction conditions 'X' and 'Y' in the following set of transformations :-
CH3–CH2–CH2Br 
Product 

(1) X = dilute aqueous NaOH, 20°C, Y= Br2/acetic acid, 20°C


(2) X = concentrated alcoholic NaOH, 80°C; Y = HBr/CHCl3, 20°C
(3) X = dilute aqueous NaOH 20°, Y = Br2/CHCl3, 0°C
(4) X = concentrated alcoholic NaOH, 80°C; Y = Br2/CHCl 3, 0°C
52. Maximum dehydration takes place that of -

(1) (2) (3) (4)

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ANSWER KEY

3 2 2 3 2 1 4 4 3 2

3 3 2 1 2 1 4 3 1 4

3 4 1 1 2 2 1 2 3 2

2 3 3 3 3 4 2 1 2 2

2 4 3 3 4 4 4 2 2 4

2 2

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HYDROCARBON

O
 Zn-Hg
1. X Y; Y is :-
HCl
HO O

OH
(1) (2) (3) (4)

2. 1–Bromo–3–chloro cyclobutane on reaction with 2–equivalent of sodium in ether gives

(1) (2) (3) (4)

D2O Red hot


3. CaC2  A   B; B is
Cu tube

D
CH 3 D D CD3
(1) (2) (3) (4)
D D
4. CH 2 OHCH 2 CH 2 COC H 3  
 D
CH2OHCH2CH2CH2CH3
Suitable reagent for above reaction is :–
(1) Zn–Hg/HCl (2) NH2NH2/C2H5ONa (3) Red P + HI (4) All
5. Which of the following alkane is synthesised from single alkyl halide by wurtz reaction:-

(1) (2) (3) (4)

6. The compound which produce propane on heating with HI in presence of red P is


(a) CH3CH2CH2I (b) CH3CH2CHO (c) CH3CH2CH2OH (d) CH3CH2COOH
(1) Only c (2) b, c (3) b, c, d (4) All
7. The compound that decolourises cold, dilute, alkaline KMnO4 is :–
(1) C6H6 (Benzene) (2) C6H12 (3) C6H14 (4) CC

8.

The compound A is :-
(1) Benzene (2) Duetero benzene (3) Duetero toluene (4) Both (2) & (3)

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H2  Pd
Ph–CH=CH–Ph   X   Z
Cl2
9. CCl 4
2NaNH 2
Y BaSO 4 Product Z is

Ph H Ph Ph
Ph C CH2
(1) (2) (3) (4) Ph–CC–Ph
H Ph H H Ph

10. Among the following, the compound which has highest boiling point is :-

(1) (2) (3) (4)

11. Which of the following will react with 1-butyne ?


(1) AgNO3 + NH4OH (2) Cu2Cl 2 + NH4OH (3) Na (4) All of them

12. ?

(1) (2) (3) (4)

13. Which of the following statement is true for the major product obtained in the given reaction :-

CH4 + Cl2 h (major product) :-


(Excess)

(1) Reacts with AgNO3(aq) to give white ppt of AgCl


(2) Is used as an aneasthetic
(3) Has zero dipole moment
(4) All
14. Among the following the one that gives positive iodoform test upon reaction with I2 and NaOH is-
(1) CH3CH 2CH(OH)CH2CH 3 (2) C 6H5CH2CH2OH

(3) (4) PhCHOHCH3


15. In the following reaction sequence, the correct structure of E, F and G are :

 [E] 
  [F] + [G]

(* implies 13C labelled carbon)

(1) E = , F=  , G = CHI3

(2) E = , F=  , G = CHI3

(3) E = ,F=  ,G=

(4) E = ,F=  ,G=

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16. Benzoyl chloride is prepared from benzoic acid by -
(1) Cl2, h (2) SO2Cl2/h (3) SOCl2 (4) Cl2 , H2O
17. Which of the following is a feasible substitution ?

(2) R–Br  


NaI
(1) R–Br 
Hg2 F2
 acetone
(3) R–Cl 
AgF
 (4) All of these

18.

Product formed by (P) & (Q) can be differentiated by

(1) 2, 4 DNP (2) Lucas reagent (ZnCl2) conc. HCl

(3) NaHSO3 (4) Fehlings solution

19. Compound A (molecular formula C3H8O) is treated with acidified potassium dichromate to from a
product B (molecular formula C3H6O). B forms a shining silver mirror on warming with ammonical
silver nitrate. B when treated with an aqueous solution of H2NCONHNH2, HCl and sodium acetate
gives a product C. Identify the structure of C-

(1) CH3CH2CH=NNHCONH2 (2) CH3–C=NNHCONH 2


CH3

(3) (4) CH3CH2CH=NCONHNH2


20. , P & Q are -

(1) and (2) and

(3) and (4) and

21. In the following sequence of reactions

CH3CH2OH

then compound 'D' is -

(1) butanal (2) n–butyl alcohol

(3) n–propyl alcohol (4) propanal

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22. In Cannizzaro reaction given below :-

2PhCHO PhCH2OH +
the slowest step is :-
(1) The abstraction of proton from the carboxylic group
(2) The deprotonation of PhCH2OH

(3) The attack of at the carboxyl group


(4) The transfer of hydride to the carbonyl group

23. CH3CH2COOH X Y

Y in the above reaction is -


(1) Lactic acid (2) Ethylamine (3) Propylamine (4) Alanine
O O
|| 18 H + || 18
24. R–C–OH + HO–CH3 R–C–O–CH3 + H 2O
18
In above reaction CH 3OH acts as :
(1) Nucleophile (2) Base (3) Electrophile (4) Acid
OH Cl
1.CH3MgCl
25. CH3–CH–CH2 + Na A 2. H3O+ B , B is :

O OH OH
(1) CH3–CH–CH2 (2) CH3–CH–CH2–CH3 (3) CH3–CH–CH2–OH (4) CH3–CH–CH2
CH3 OH
O

HCN LiAlH4 HNO2


26. A in ether B C
In above reaction major product (C) is :
OH O
HO CH2OH CH2OH OH
(1) (2) (3) (4)

Cl

THF CO2 H+
27. Mg A B C , C is :-
(1 mole)

Br
COOH Cl COOH Cl

(1) (2) (3) (4)

COOH COOH Br

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28. In the Hofmann bromamide degradation reaction, the number of moles of NaOH and Br2 used per
mole of amine produced are :
(1) One moles of NaOH and one mole of Br2
(2) Four mole of NaOH and one mole of Br2
(3) Four moles of NaOH and two moles of Br2
(4) Two moles of NaOH and two moles of Br2
29. Amine is obtained as major product in
CH3
NH3
(1) Cl (2) CH3–CH2–CH–CH3
NaNH2
NH3

Cl
O
LiAlH4
(3) CH3–C–NH–CH3 (4) All of these

30. The major product of the reaction is

Major Product
NH2 OH

(1) (2) (3) (4) N


H OH O
H

31. Which of the following compound can form hydrazone and will give iodoform test but will not give Tollen's
test ?
O
C
(1) CH2 CH3 (2) H3C C CH2 CH3
O
(3) H3C C CH2 CHO (4) CH3–CH2–OH.
O
32. Which one of the following compounds will not be soluble in sodium bicarbonate ?
(1) Benzene sulphonic acid (2) Benzoic acid
(3) o-Nitrophenol (4) 2,4,6-Trinitrophenol
33. Find out correct sequence of reagent for following conversion :



(1) PCl5, CH3MgBr (2) CH2N2, NaBH4


(3) SOCl2, H2/Pd,BaSO4 (4) All of the above

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34. The presence of primary amine can be confirmed by these reactions with except :-
(1) HNO2 (2) CHCl3+KOH

(3) CS2 and HgCl2 (4) H2SO4

35.

The major product formed in this reaction :-

(1) (2) (3) (4) None of these

(i) BH3, THF


PCl5
36. CH3 – CH = CH2  X Y; Y is
(ii) H2O2/OH

(1) CH3 – CH2 – CH2 – Cl (2) CH3 – CH – CH3


Cl

Cl
Cl
(3) CH3 – CH2 – CH (4) CH3 – C – CH3
Cl
Cl

PCl5 (i) alc. KOH


Ozonolysis
37. CH3 – CH = CH – CH3 X Y Z; Z is
(ii) NaNH2

Cl
(1) CH3 – CH = O (2) CH3 – CH (3) CH2 = CH – Cl (4) HC  CH
Cl

NaOH/CaO
O P

38. CH 3 – C – OH R ; Reagent R can not be:
(i) AgOH
X
(ii) Br2/CCl4

(1) LiAlH4 (2) Na + (C2H5)2O (3) Zn + HCl (4) All

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CH3
Q PCl3 CH3ONa
39. CH3 – CH – CH = CH2 R S T . Which of the following should be used as Q to get ether
(P) (Alcohol) (Alkylchloride) (Ether)

(T) in good yield ?


(1) H3O (2) (i) (CH3COO)2 Hg, H2O (ii) NaBH4
s
(3) (i) BH3, THF (ii) H2O2 / OH (4) All
HBr aq. KOH Zn-Hg
40. CH3 –C CH X Y Z
HCl
Which of the following is true regarding Z ?
(1) Its all carbon atoms are sp3 hybridised
(2) It can be obtained in good yield by Wurtz reaction.
(3) It shows isomerisation reaction with HCl/AlCl3.
(4) All
Baeyer 's
 Q 
1mole   R.
NaNH
41. CH2=CH2 
reagent
 P 

PCl5 2

Which of the following statement is true regarding R?


(1) Has more dipolemoment than ethylchloride.
(2) Has more C-X bond length than ethylchloride
(3) Is less reactive than ethylchloride for SN reaction.
(4) All.
alc. KOH HBr KI
42. CH3–CH–CH3 X Y Z
R2O2 Acetone
I
(P)

Initial compound (P) and the last product Z are :-


(1) Chain isomers (2) Position isomers
(3) Homologues. (4) Identical.

KCN H3O
Q S
Br2
43. CH3 – CH3 P
h 
AgCN H3O
R T

The products S & T can be obtained by ozonolysis of :


(1) CH3 – CH2 – C  C – CH2 – CH3 (2) CH3 – C  CH
(3) CH3 – CH2 – C  CH (4) CH3 – C  C – CH3
44. Which of the following reaction gives 3º alcohol
O
(i) MeMgBr (i) CH3MgBr
(1) (2) CH3 – CN
(ii) H3O (ii) H3O
H

O
(i) CH3MgBr (excess) (i) CH3MgBr
(3) (4) CH3 – CH – CH2
(ii) H3O (ii) H3O
O
O

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45. In which of the following group, each member can be reduced to alcohol by using NaBH4 :

(1) CH3 – C – Cl, CH3 – C – OH, CH3 – C – NH2


O O O

(2) CH3 – C – H, CH3 – C – CH3, CH3– C – C2H5


O O O

(3) CH3 – C – H, CH3 – C – OC2H5, CH3 – C – Cl


O O O

(4) CH3 – C – CH3, CH3 – C – NH2, CH3 – C – H


O O O
46. The end product E would be -
CH3

Br2 Sn+HCl NaNO2 CuBr


FeBr3
B C HCl
D HBr
E

NO 2

CH3
CH2–Br CH3 CH3 Br Br
Br Br
(1) (2) (3) (4)
Br
Br
Br Br

NBS Mg CH3CN H3O
47. A ether B C D.

Product D is
COCH3 COOH

(1) (2) (3) (4)


COCH3 COOH

48. CH3CH2COOH 


SOCl 2
 A 
NH 3

 B 
Br2
KOH
C
Structure of compound C is
(1) CH3CH2CH2NH2 (2) CH3CH2NH2 (3) CH3CH2NHCH3 (4) CH3CH2CONH2

  A     B
   
49. 
O3
H 2O
i Ca OH 2
 ii  

Product B is
O
O
C O O
(1) H (2) (3) (4)

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50. Which of the following reaction is not correct according to major product

CHO CH2 OH
(1) 
conc. NaOH

CHO COONa

(2) H3C CH2 CH CH3 CH3–CH=CH–CH3


F

O OH
CH3
(3) HI
+CH3–I

(4) Cl3C–C–H 


NaOH
 CHCl3 + HCOONa
O

Θ
1. OH / 
51.
1. O3

2.Zn,H 2O
 (A)    (P)
2. H

Product 'P' will be :-


(1) (2) (3) (4)

52. Identify major product of following sequence of reaction :

(1) (2)

(3) (4)

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(i) 14 CO2
53. 
Mg
Dry ether
 (A)  

 ii H / H O (B)
2

NaHCO3
 (C) gas, product C is :-
(1) CO (2) 14CO 2
14
(3) CO2 (4) A mixture of CO 2 and CO2
54. (P) and (Q) in the following reaction is

(1) OH , OH (2)
O O

(3) (4)

55. In the given reaction sequence



Sn/HCl P NaNO2/HCl Q CuCN/HCN R 
C6H5NO2  H2O/H
S

which one statement is not correct ?
 Θ
(1) P is C6H5 NH2 (2) Q is C6H5 – N  N Cl
(3) R is C 6 H 5 CH 2 CN (4) S is C6H5COOH

ANSWER KEY

2 3 3 2 4 4 2 2 2 3

4 3 3 4 3 3 4 4 1 3

3 4 4 1 2 4 2 2 3 3

2 3 3 4 1 1 4 2 3 1

3 2 3 3 2 2 2 2 2 2

2 3 3 4 3

102 Your Target is to secure Good Rank in Pre-Medical

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