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ORGANIC CHEMISTRY IUPAC AND GOC

SINGLE CHOICE TYPE

1. Which group decreases acidity of phenol when it is attached with phenol ring at p-position.
(A) –NO2 (B) –CN (C) –Cl (D) –OCH3
2. Which is not correct order of acidic strength-
(A) HI > HBr > HCl > HF ; (B) HF > H2O > NH3 > CH4
(C) CH3 –SH > CH3–OH (D) CH3–CH§3 > CH2=CH2 > HCºCH
3. Which compound i s most basic -

NH2

(A) CH3–CH2–NH2 (B) CH3–CH=NH (C) CH3–CºN (D)

4. Which carbocation is most stable -

CH2 CH2 CH2 CH2

(A) (B) (C) (D)

CH3 CD3
CH3 CD3

5. Which carbanion is least stable -

(A) (B) (C) (D)

O
O
6. The least stable resonating structure of diazomethane (CH2N2) is -

(A) CH2–NºN (B) CH2–N=N (C) CH2–N=N (D) CH2=N=N

7. Which compound does not react with NaHCO3
(A) Squaric acid (B) Salicylic acid
(C) Carbolic acid (phenol) (D) Acetic acid
8. Which of the following statement(s) is/are correct -
CMe3

(A) is having all inductive, hyperconjugation & resonance effects

(B) Me–COOH is more acidic than MeSO3H

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NH2 NH2
CH3
(C) is more basic than

OH OH
CH3
(D) is more acidic than

9. Heat of combustion of which cycloalkanes is least -

(A) (B) (C) (D)

10. Heat of hydrogenation of which isomer of pentene is highest -

(A) 1-pentene (B) cis-pent-2-ene (C) trans pent-2-ene (D) 3-methyl but-1-ene
11. In phenanthrene, the structurre given having

Phenanthrene

How many rings with benzenoid structure

(A) 1 (B) 2 (C) 3 (D) 4
a b
O=C–—OH O=C–—OH
CMe3
12.

Bond length order -

(A) a = b (B) a > b (C) a < b (D) can't be said
13. Which of the following is most stable -
Å Å Å O
(A) (B) (C) (D)
Å
14. Which group withdraws electron inductively but donates electron through resonance provided group is
attached with benzene ring -

(A) –NH3 (B) –O–C–CH3 (C) –C–O–CH3 (D) –CºN

O O

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NH2 OH

N N
15. (1) (2) H2N–C–NH2 (3) NH2–NH–C–NH2 (4)
H 2N N NH2 NH O
Which compound having 5 lone pair of electrons-
(A) 1 (B) 2 (C) 3 (D) 4
16. Number of moles of NH3 released when 1 mole of following compound reacts with excess amount of
NaNH2 , are -

H2C=HC OH

SO3H CO2H
(A) 1 (B) 2 (C) 3 (D) 4
17. Arrange marked hydrogen in decresing order of their acidic strength in vitamin C.
CH2OH
I
HO H
O
O
H
HO OH
II III

(A) I > II > III (B) III > II > I (C) II > III > I (D) II > I > III
18. Basic strength order :
N N N NH2

H2 N
NH2
(I) (II) (III)

(A) I > III > II (B) III > II > I (C) I > II > III (D) III > I > II
19. For given compounds :
NH

N N N H2N NH2
H H
I II III IV
The correct statement is -
(A) The most basic compound is IV (B) The least basic compound is I
(C) The most basic compound is III (D) The least basic compound is IV
20. Number of hyperconjugating structure showing hyperconjugation involving (C–H) bond for given
carbocation -

(A) 5 (B) 4 (C) 7 (D) 3

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21. Which of the following compound has atom whose lone pair does not undergo resonance but compound
itself is aromatic -
OH
(A) (B) (C) (D)
N O S
22. Which one of the following compounds does not have all three effects ie.resonance & hyperconjugation
, inductive effect-
CH3
(A) O
(B) O
(C) (D)
O HO
23. Which of the following contains only –I effect showing groups -
Å
(A) - N H 3 , –F, –Cl, –Br (B) –NO2, –CH3, – NH2
Å
(C) –I, –OH, –CHO, – CH2–CH3 (D) –CN, –COOH, - N Me3 ,–CH3
24. Which is not stable at room temperature condition -
O
(A) (B) (C) (D)
O
25. Which is less acidic than H2O

(A) HF (B) OH (C) CH3–CH2–OH (D) H2S

26. Identify localised lone pair in given compound

(I)
H2 N (III)
NH2
(II)
H 2N
O
N
(IV)

(A) I (B) II (C) III (D) IV

27. Which of the following is not soluble in aq.NaOH

(A) MeCOOH (B) OH (C) CH3–CH2–OH (D) MeSO3H

+
28. H — N = C = O « H — N º C — O–
X Y

1
« H — N - C º O+
Z

Which resonating structure is least stable ?

(A) X (B) Y (C) Z (D) All are equivalent
29. Which of the following has conjugate base which is aromatic ?

(A) (B) (C) (D)

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30. Identify the most stable carbocation among the following.
+CH2 CH3
Å +
+
(A) (B) (C) (D)
O O O
O
31. Which has least pka value ?
(A) HCO2H (B) CH3CO2H (C) CH 3 - CH - CO 2 H (D) CO2H
|
CH3
32. Which is most basic in aqueous solution ?
(A) CH3—NH2 (B) (CH3)2NH (C) (CH3)3 N (D) NH2
O OH O O—
33. + 2H+
O OH O O—
Squaric Acid Squaric Acid dianion
Squaric acid dianion has
(A) 4 identical resonating structures (B) C–C bond length is equal to C–O bond length
(C) 3 nonidentical resonating structures (D) localised –ve charged on oxygen.
H
C—CH3
34. Which of the following aromatic rings have greater electron density than CH 3
Cl NH2
CH O
(A) (B) (C) (D)

35. What is the incorrect order .

CH 2–NH2 NH2 NH2 CO2H CO2H CO2H
CH3 CH3
(A) (Basic strength) (B) (Acidic strength)

CH3

OH OH OH
NO2 CH3
(C) (Acidic strength) (D) CH3 NH2 (Basic strength)
N N
H H

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36. +H2® DH1=–28.6 kcal mole–1.

+3H2® DH2=–49.8 kcal mole–1.

The resonance energy of benzene is

(A) –26 kcal mole–1 (B) –36 kcal mole–1 (C) –85.8 kcal mole–1 (D) –49.8 kcal mole–1
37. Compare C–N bond length in the following :
NH2 NH2 NH2 NH2

I II III IV
Correct order is :
(A) I > II > III > IV (B) I > III > II > IV (C) III > II > IV > I (B) IV > III > II > I
38. Order of Acidity.
I
CO2H III
CO2H

CO2H
II

(A) HIII > HII > HI (B) HI > HII > HIII (C) HII > HIII > HI (D) HI > HIII > HII

39. N=N The most stable canonical structure of this molecule is

(A) N=N (B) N=N (C) NºN (D) All are equally stable

O O O O
40. X%

O OH

O HO

Y%
O OH

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Z%
O OH
The relation between the enol contents X, Y, Z should be
(A) x > y > z (B) z > y > x (C) y > x > z (D) x > z > y

41. N=N The most stable canonical structure of this molecule is :

(A) N=N (B) N=N

(C) NºN (D) All are equally stable

42. The correct order of stability :

1 1 1
CH2–C–CH3 ; CH2–CH=O ; CH2–C–NH2
|| ||
O O
(A) (B) (C)

(A) A > B > C (B) C > B > A (C) B > C > A (D) B > A > C
43. Which of the following is CORRECT :

(A) > > (Heat of hydrogenation)

(B) > > (Heat of combustion)

(C) > > (Heat of combustion)

(D) > > (Heat of hydrogenation)

44. The relative stabilities of following molecules :

(i) (ii) (iii)

(A) i > ii > iii (B) ii > i > iii (C) iii > ii > i (D) ii > iii > i
45. Highest bond length will be present in the following :

(A) O (B) O (C) O (D) O

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46. Correct acidity order
(A) CF3OH < CCl3OH (B) CHCl3 < CHF3
OH OH

(C) < (D) Cl3C–CO2H < F3C–CO2H

Cl F

47. Correct basicity order

NH2 NH2

(A) NaOH < NaH (B) <

(C) NH3 < NH+4 (D) <

N Li N

H
48. Which compound is soluble in NaOH but does not liberate CO2 on reaction with NaHCO3
OH

(A) CH3CO2H (B) CH3–CH2–OH (C) (D) HCl

49. The least acidic compound is

Cl CO2H Cl
(1) (2) (3) (4)
CO 2H CO 2H CO 2H
– Ac 2O SOCl2
OH
50. PhCH = O + CH3CH = O X AcONa
Y Z NH3
W ; W is (g)S &

(A) PhCH = CH – C – NH2 (B) PhCH = CH – CH = CH – C – NH2

O O
(C) CH3CH = CH – C – NHPh (D) PhCH = CH – CH = CH – C – Cl
O O
51. CH3 CH CH2 CH2 CH3
CH2 CH3
(A) 10 (B) 15 (C) 18 (4) 20

OH
H2SO4
52. A Major product A is :
(Major)

(A) (B) (C) (D)

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53. The correct order of basic strength.

NH
N
H2 N NH2
N N N
H H
I II III IV

(A) IV > I > II > III (B) IV > I > III > II (C) III > IV > I > II (D) IV > III > I > II
54. Which of the following is true about following groups when attached on benzene.
Cl
(A) —C Cl is activating group
Cl

O
(B) – O – C – CH3 is deactivating group

H
(C) —CH is activating group
H

+ H
(D) —O deactivating the benzene ring by –M effect
H
55. Which of the following is correct order of acidic strength for the given compounds

OH COOH COOH OH

NO2 CH3 CH 3
I II III IV

(A) I > II > III > IV (B) II > I > III > IV (C) II > III > I > IV (D) I > III > II > IV
56. Which of the following is the strongest base ?

NH2
(A) (B) (C) (D)
N N N
H H
57. Which of following does not represent correct major product.
Na
(A) Me3C –Cl Dry-ether CH2=C—CH3 + CH3– CH–CH3
CH3 CH3

(B) MeCOONa(aq.) Electrolysis CH3–CH3

Electrolysis CH2 = C—CH3 + CH4
(C) Me3COONa(aq.)
CH3
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Na
(D) Me—Cl Dry-ether
CH3 – CH3

58. C8H18 (A) on mono chlorination forms only one type of C8H17Cl (B) Hence (A) can be - 

(A) (B) (C) (D)

59. Consider the following :
CH3–CH2–NH2 Ph–CH2–NH2 Ph—NH2
(I) (II) (III)

Correct order of their basic strength is :

(A) III > II > I (B) I > II > III (C) I > III > II (D) II > I > III
60. The decreasing order of nucleophilicity among the following nucleophiles is :
1 1 1 1
(I) CH3COO (II) CH3O (III) CH3CH2 (IV) CH3SO3
(A) IV > I > II > III (B) II > I > IV > III (C) III > I > II > IV (D) III > II > I > IV
61. Decide the correct order of reactivity of following compounds towards halogenation with (Cl2 + AlCl3).

COOPh CH3 Et

I II III IV
(A) I > II > III > IV (B) II > III > IV > I (C) III > II > IV > I (D) II > III > I > IV
62. Which of the following compound has least pKa value.

OH OH OH OH
NO2
(A) (B) (C) (D)

NO2 OCH3

63. In which of the following compound hyperconjugation effect is not present :

(A) (B) (C) CH3–CH=CH2 (D)

CH2

OH OH OH COOH
COOH
64.

COOH
(P) (Q) (R) (S)

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Correct order of acidic nature of following compound
(A) S > R > P > Q (B) Q > R > P > S (C) P > S > R > Q (D) P > R > S > Q
65. Least acidic compound is :

COOH COOH COOH COOH

OH
(A) (B) (C) (D)
NO2
OH

66. Correct order of acidic strength among the following :

COOH COOH COOH COOH COOH COOH

OH HO OH CH3
(A) > > (B) > >
OH CH3
CH3

Cl NH2 CH3 SO3H COOH OH

(C) > > (D) < >

COOH COOH COOH OH CH3 NO2

67. Identify compound which is most acidic ?

COOH COOH OH OH
HO OH NO2
(A) (B) (C) (D)

OH

68. Hydrogen bonding is not primarily responsible for which of the following observation :
(A) p-nitrophenol is more acidic than o-nitrophenol
(B) Dimethyl amine is more basic than trimethyl amine in aqueous medium
(C) Boiling point of salicyladehyde is less than p-hydroxy benzaldehyde
(D) Benzoic acid is more acidic than phenol
69. IUPAC name of following compound is
C2H5
H Br
H Cl
CH3
(A) (3S, 4R)-2-bromo-2-chloro pentane (B) (2S, 3R)-3-bromo -2-chloro pentane
(C) (2R, 3S)-2-chloro-3-bromo pentane (D) (2R, 3S)-3-bromo-2-chloro pentane

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|| Å || Å || Å ||
N N N N+
70.
N N N N N N
(a) (b) (c) (d)
Correct order of basic strength of this compound is
(A) d > b > c > a (B) c > b > a > d (C) c > a > b > d (D) a > d > c > b
4 3
CH3 CH3
+
71. H5C2—HC—CH—CH—OCH3
2 1

During rearrangment
(A) H1 undergoes 1, 2 shift (B) H2 undergoes 1, 2 shift
2
(C) CH3 undergoes 1, 2 shift (D) None
72. Arrange the following carbocations in the increasing order of their stability ?

+ +
+
I II III

(A) I > II > III (B) I > II = III (C) I > III > II (D) III > I > II
73. What will be the correct order of stability of following carbocations :

Å Å Å
CH2 CH2 CH2
Å
CH2
(I) (II) (III) (IV)
CH3
O–CH3

(A) II > III > I > IV (B) II > IV > II > III (C) I > II > III > IV (D) IV > III > II > I
74. Compare the rotation energy barrier for the following ?

a b g
(A) (B) (C)

(A) a > b > g (B) a > b > g (C) g > a > b (D) a = g > b

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75. Correct decreasing order of acidic strength of following compound
OH
HO

N N N OH
(I) (II) (III)

(A) I > II > III (B) II > I > III (C) III > II > I (D) III > I > II
76. Compound which is not soluble in aq.NaHCO3
(A) Aspirin (B) Salicyclic acid (C) Carbolic acid (D) Benzoic acid
77. Arrange the following in decreasing order of their boiling points.
(a) n–butane (b) 2–methylbutane (c) n-pentane (d) 2,2–dimethylpropane
(A) a > b > c > d (B) b > c > d > a (C) d > c > b > a (D) c > b > d > a
78. Which of the following is stongest base ?
(A) CH3–C–NH2 (B) CH3–C–NH2 (C) CH3–NH (D) CH3–NH2
O NH CH3
79. Which of the following is strongest acid ?
CF3 OH
F3C CF 3
(A) (B) (C) (D)
CF 3 CF 3

80. The general formula (CnHnO2) could be for open chain :

(A) dialdehyde (B) diketone (C) carboxylic acid (D) All
81. The correct increasing order of basic strength for the following compounds is.

NH2 NH2 NH2

NO2 CH3

(I) (II) (III)

(A) II < III < I (B) III < I < II (C) III < II < I (D) II < I < III
82. Identify correct basic strength order for following compounds ?

N N

N O N
| |
H H
(I) (II) (III)

(A) II > I > III (B) I > II > III (C) III > I > II (D) III > II > I

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83. Identify correct order of acidic strength ?
Å Å
NH4Å Me–NH3 Me–NH2
|
Me
(I) (II) (III)

(A) III > II > I (B) II > III > I (C) I > II > III (D) I > III > II
84. Correct IUPAC name of the following compound is :
OH

CN
Br
(A) 4-Bromo-3-cyanophenol (B) 2-Bromo-5-hydroxybenzonitrile.
(C) 2-Cyano-4- hydroxy bromobenzene. (D) 6- Bromo - hydroxy benzonitrile.
85. Which of the following option given below is incorrect:

(A) Stability order of carbocation > >

(B) Stability order of carbanion
CH3 – CH2 – C º C1 > CH3 – CH2 – CH = CH1 > CH3 – CH2 – CH2 – CH21

(C) Order of heat of hydrogenation > > >

(D) Order of heat of combustion > > >

86. Which of the following is an aromatic compound

(A) (B) (C) (D)

87. How many of the following will produce effervescence of CO2 with NaHCO3
OH NO2

(a) Me–COOH (b) Ph–SO3H (c) (d)

O2N NO2
COOH CH3 OH
SO3 H
(e) (f) (g) CH3–CH2–OH (h) CH3–CºCH

O
(i) Me–C–COOH
(A) 6 (B) 7 (C) 8 (D) 9

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88. Analyse the following hydrogenation reactions and calculate resonance energy of ‘X’ :

+ 2H2 DH = – 58 kcal/mole

+ 4H2
DH = – 65 kcal/mole
'X'

(A) 41 kcal/mole (B) 51 kcal/mole (C) 66 kcal/mole (D) 36 kcal/mole

I
O2N
x y
89.
Br z

Correct order of bond length is

(A) z > y > x (B) x > y > z (C) y > x > z (D) x > z > y
90. How many H(Hydrogens) will be replaced by D (Deuterium) in given compound when it is kept in
mild basic medium for a long time.
O
OD DOD
Deuterium
exchanged product
(A) 3 (B) 6 (C) 10 (D) 8
91. Correct order of bond length of p, q, r, x & y given in following compound is :-
O Oq
=
=

x
CH3–C–O CH3–C–OH
p

r CH3–OH
CH2=O y

(A) y > x > p > q > r (B) y > p > x > q > r (C) p > y > x > q > r (D) p > y > x > q > r
92. The correct order of resonance energy in following :

NO2 NMe2 NMe2 NMe2

(I) NO2 (II) (III) NO2

(A) II > I > III (B) III > II > I (C) I > II > III (D) II > III > I
93. Correct order of dehydration of the following alcohols is -

OH OH OH

(I) (II) (III)

(A) I > II > III (B) II > I > III (C) III > II > I (D) I > II > III

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94. The correct order of acid strength of the following compounds :-
A. Phenol B. p-Cresol C. m-Nitrophenol D. p- Nitrophenol
is :-
(A) C > B > A > D (B) D > C > A > B (C) B > D > A > C (D) A > B > D > C
95. The incorrect resonating structure is -

O— + O
—
O + O— O O— O— + O
N N N N
–
(A) (B) (C) (D)
–

OCH3 OCH3
+
OCH3 OCH3
+ + +

COOH

96. Acidic strength decreses when

contain –OH group at position

(A) Ortho (B) Meta (C) Para (D) Both (A) & (B)
97. Presence of a nitro group in a benzene ring
(A) activates the ring towards electrophilic substitution
(B) decreases resonance energy
(C) deactivates the ring towards nucleophilic substitution
(D) deactivates the ring towards electrophilic substitution
98. Compound which can react with NaOH with fastest rate.

(A) (B) (C) (D)

99. Among the following compound the weakest acid is–

(A) CH3–OH (B) C2H2 (C) (D) C6H6

100. The incorrect resonating structure is -

O— + O— O + O
—
O + O— O— + O
N N N N
– +
(A) (B) (C) (D)
–

OCH3 OCH3 OCH3 OCH3

+ + – +

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101. Acidic strength order of given compound

(A) I > IV > III > II (B) I > IV > II > III (C) IV > II > I > III (D) IV > I > II > III
102. In which of the following pairs first one is having more resonance energy than the second one -
Å
(A) , (B) Å ,
Å
(C) , NH2 (D) Å ,
N
H
103. Find out correct stability order in the following carbocations-
Å Å OH
Å Å
(I) (II) (III) (IV)

(A) IV > I > III > II (B) IV > III > I > II (C) I > IV > III > II (D) I > III > IV > II

104. Correct order of acidity :

(a) Cyclohexane-1,3-dione (b) Cyclohexanone
(c) Cyclohexene (d) Cyclohexane carboxylic acid
(A) a > d > b > c (B) a > b > d > c
(C) d > a > b > c (D) a > d > c > b

105. The most strongest basic group present in amoxycillin is :

1
NH2 H
4
N S
2
5 O N
•• 6 3
HO
••
O CO2H
1 3 5
4
(A) N (B) N (C) S (D) – OH

106. Compare rotational energy barrier for the indicated bond.

O N O
a c c d

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(A) d > c > b > a (B) a > b > c > d
(C) c > d > a > b (D) b > a > d > c
107. Compare rotational energy barrier for the indicated bond.

O N O
a c c d

(A) d > c > b > a (B) a > b > c > d

(C) c > d > a > b (D) b > a > d > c

108. ¾H¾
2 (1eq )
¾¾® Major proudct is :
Ni

(A) (B) (C*) (D) .

Å Å Å
N N N N
109.

N N N N N N
(a) (b) (c) (d)
Correct order of basic strength of this compound is
(A) d > b > c > a (B) c > b > a > d (C) c > a > b > d (D) a > d > c > b
110. Which of the following is paramagnetic.
+
H +
H +
H +
B N N
(A) (B) (C) (D)

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111. Ustic acid following structure is when treated with, PhLi (limited) it gives A.
O
HO
Me
O
Me
C
OH PhLi
(2 eq.)
(A) . A is
HO OH
O O
HO HO
Me Me
O O
(A) Me (B) Me
O Li + O Li +
+
HO O Li + Li O OH
+ O O
Li O HO
Me Me
O O
Me Me
(C) O Li + (D) OH
+
HO OH Li O O Li +
112. Increasing order of stability of following resonationg structure.

•• ¬¾® N ¬¾® N
N
–C –C –C

O O O

(A) I < II < III (B) I < III < II (C) II < III < I (D) III < II < I

113. Order of Resonance Energy

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

OH
OH OH

(A) a > b > c > d (B) b > a > c > d (C) b > c > a > d (D) c > a > b > d

114. Decreasing order of stability of given carbocation is :-

Å
(a) (b) pH3Å (c) C6H5– C H2 (d)

(A) a > b > c > d (B) d > a > c > b (C) a > d > b > c (D) a > c > b > d

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115. Which of the following is true ?

Cl Cl
(A) –C Cl is activating group (B) –CH is deactivating group
Cl Cl

Cl +
H
(C) –CH is activating group (D) –O deactivate the rind by –M effect
Cl H

116. Which of the following statement is/are true ?

(A ) The relative nucleophilicity in aprotic solvent is in order I ⓛ > Br ⓛ > Cl ⓛ > F ⓛ

Å Å Å
(B) The relative order of –I groups is – NF3 > – NH3 > – NMe3 > NO2
(C) The rerelative order of basic strength in aquous solution is NH3 < MeNH2 < Me2NH < Me3N
(D) None of these
117. Arrange the following compound in heterolytic bond dissociation energy for C–Cl bond :-

CH2–Cl CH2–Cl CH2–Cl

(I) (II) (III)

O–CH3
O–CH 3

(A) III > I > II (B) I > II > III (C) III > II > I (D) II > I > III

NMe2 NMe2
118. (I) NO2 NMe2 (II) (III)
NO2 NO2
(A) II > I > III (B) III > II > I (C) I > II > III (D) II > III > I
119. In which of the following is lowest pKa value.
Å
NH3 OH NH2 CºCH

(A) (B) (C) (D)

120. Which cation is most stable.

Å
Å Å
(A) (B) (C) (D)

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121. Which of the following resonating structure is most stable ?

·· ··
(A) CH3–O–CH=CH–CH 2 (B) CH3–O–CH–CH=CH2
·· ··
··
(C) CH3–O–CH–CH–CH 2 (D*) CH3–O=CH–CH=CH2
·· ··
122. Which is more stable.

Å Å
(I) CH3 – C – CH 3 (II) CD3 – C – CD3
| |
CH3 CD3

(A) I > II (B) II > I

(C) I = II (D) Stability can't be predicted
123. Which of the following alkene is most stable alkene
(A) CH3 – CH2 – CH = CH2 (B) CH3 – CH = CH – CH3

CH3 CH3 CH3 CH3

(C) C=C (D) C=C

H CH3 CH3 CH3
124. Which of the following will have least pKb value :-
O
N (A) (B) (C) N (D) N
H N H H
125. Select the correct statement :-
(A) Anti-aromatic species have negligible tendency to form dimer.
(B) –Cl is having lesser negative inductive effect than –F but has more +M effect
(C) The one which has higher resonance energy is always more stable than the other which has lower
resonance energy
(D) –NH2 is having lesser negative inductive effect than –OH but has more +M effect.
126. Which is the correct order of nucleophilicity in polar protic solvent :-
(A) HO > SH (B) F < I
(C) CH3–SO3 > CH3–CO2 (D) H3C < F
127. Compare C = C bond length, which one of the following will have greater bond length.

(A) (B) (C) (D)

128. Which of the following alkene has minimum heat of hydrogenation.

(A) (B) (C) (D)

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129. Which of the following will have lowest dissociaton constant (Ka)?
NO2
(A) COOH (B) COOH

Cl
(C) COOH (D) COOH
130. Select the one which is most basic among the following:

Å
Me
(A) N–H (B) (C) O N N–H (D) O
Me
131. Correct order of Rotational energy barrier will be
OMe OMe
(I) (II) (III) O N
2

(A) I > II > III (B) II > I > III (C) III > II > I (D) III > I > II
132. Which of the following is relatively most stable carbocation :-

Å Å
(A) (B)

Å
Å
(C) (D)

133. Which one of the following is having resonance energy of Ist more than IInd :-

(A) C = C – NH – C = C – C = C & C = C – C = C – C = C– NH2

(B) & (C) Å& (D) None of these

O O O O

134. Which of the following can given immediate turbidity on treatment with Lucas Reagent.

(A) (B) CH3 – CH2 – CH2 – OH

OH

OH

(C) CH2 = CH – CH2 – OH (D)

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135. How many products having 12 carbon are obtained in following reaction.

Na
14 Cl

(A) 3 (B) 4 (C) 10 (D) 12

136. Which of the following has highest rotational energy barrier for C = C.

OMe
(A) (B*)

NO2 OMe
(C) (D)
O2N

137. Select C–H bond marked with an arrow, which has lowest bond energy.

H
H
(A) H2C (B) (C*) (D)

H H

138. Which of the following has highest heat of hydrogenation.

(A) (B) (C) (D)

139. Which of the following reaction equilibrium is favoured in forward direction.

(A) NaNH2 + CH4 NaCH3 + NH3

(B) NaOH + RCOOH ƒ RCOONa + H 2O

(C) NaOH + Me–CºC–H Me CºCNa + H2O

(D) NaNH2 + CH2=CH2 NaCH=CH2 + NH3

140. Select the correct statement.

NH2 NH2
CH3
(A) is more basic than

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COOH COOH
CH3
(B) is less acidic than

NMe2 NMe2
CH3
(C) is more basic than

NO2 NO2
CH3
(D) has shorter C–N bond length than

141. Which of the following is a heterocyclic compound.

COOH NO2 H3C N

OH
(A) (B)

OH
O

(C) (D)
OH

MULTIPLE CHOICE TYPE

3
CH2OH
142. H OH
O
O
H
HO OH
1 2

Ascorbic acid
The correct order of acidity :
(A) H1 > H2 > H3 (B) H3 > H2 > H1 (C) H2 > H3 > H1 (D) H1 = H3 = H2
143. Which of the following are incorrect.
(A) Order of heat of hydrogenation C–C=C–C–C–C–C–C < C–C–C=C–C=C–C–C.

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(B) Order of heat of combustion > > >

(C) Order of stability of carbocation

N N N

(D) Order of heat of combustion cis-1,4-bis-(t-butyl) cyclohexane < Trans-1,4-bis-(t-butyl) cyclohexane.

COOH

144. Compounds more acidic than

CH2OH COOH OH COOH

O2N OH HO OH
(A) (B) (C) (D)

NO2

145. Which of the following reaction(s) is / are spontaneous in forward direction ?

(A) + H2 ¾¾
® (B) + OH¯ ¾¾
® + H2O
1

1
(C) + ¾¾
® (D) Cl +AlCl3 ¾¾
® Å +AlCl4

146. Correct order of basic strength in aq. solution is/are :

NH2 NH2
N O N N
(A) > > CH3–C–NH2 (B) > >

– – –
:

(C) CH3–CH = N H > CH3CH2 N H2 > NH3 (D) OH > NH2 > F
147. Which of the following gives efferevsence of CO2 when treated with NaHCO3.
(A) Aspirine (B) Benzene sulphonic acid
(C) o-cresol (D) quinol

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148. Incorrect stability order is/are

(A) > (B) >

Å
(C) > (D) >
Å
N N
H H
149. Correct statement(s) is/are regarding given compound

(A) Basic strength order I > II > III

(B) Acidic strength order I > II > III
(C) Compound III having all inductive, mesomeric & hyperconjugation effects.
(D) All I, II & III are heterocyclic compounds
150. Which of the following options are correct?
(A) para chloro phenol is more acidic than para fluoro phenol

(B) Squaric acid dianion have identical resonating structures.

(C) Squaric acid dianion have all C–O bonds identical

(D) Squairc acid dianion have all C–C bonds identical
151. Correct statement(s) is/are regarding given compound

(A) Basic strength order I > II > III

(B) Acidic strength order I > II > III
(C) III compound having all inductive, mesomeric & hyperconjugation effects.
(D) All I, II & III are heterocyclic compounds

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152. Which of the following are incorrect.
(A) Order of heat of hydrogenation C–C=C–C–C–C–C–C < C–C–C=C–C=C–C–C.

(B) Order of heat of combustion > > >

(C) Order of stability of carbocation

N N N

(D) Order of heat of combustion cis-1,4-bis-(t-butyl) cyclohexane < Trans-1,4-bis-(t-butyl)

cyclohexane.
153. Which of the following is/are electrophile.
(A) AlCl3 (B) BH3 (C) CO2 (D) ROH
154. In which of the following reaction CO2 gas will evolve.

CO2H OH

(A) NaHCO 3 (B) NaHCO 3

OH
O CH3 CH3
||
S–O–H NaHCO 3 NaHCO 3
(C) || (D)
O
CH3

155. Which of the following statement is/are correct.

(A) The correct decreasing order of – M.E. (mesomeric effect) follows

O O O O
– C – H > – C – R > – C – OR > – C – NR 2

(B) The correct decreasing order of –I.E. (Inductive effect) follows – F > – Cl > – Br > – I
(C) The correct decreasing order of nucleophilicity in polar protic solvent follows
I1 > Br1 > Cl1 > F1
(D) The correct decreasing order of basic nature follows F1 > Cl1 > Br1 > I1

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156. Which of the following represent correct order of acidic strength
(A) CHºCH > CH2 = CH2 > CH3 – CH3

F Cl
(B) OH > OH > OH

COOH COOH COOH

(C) > >
COOH COOH COOH

(D) Me3C–OH > Me2CH–OH > MeCH2–OH

157. Which of the following reaction(s) is/are favoured in forward direction :-

(A) EtOH + NaoH EtONa + H2O

NH NH
Å
C–NH2 C–NH3
(B) HCl 1 eq.

OH ONa

(C) + NaHCO3 + H2O + CO2

NMe2 NMe2
HCl 1 eq.
(D)
Me Me
1 Å
NMe2 ClHNMe2

158.

(I) (II) (III)

Select the correct statement about I, II & III compounds.
(A) I is having four 2° & four 3° carbons
(B) II is having three 1°, six 2°, three 3 ° & two 4° carbons
(C) III is having three 1°, three 2° & three 3° carbons
(D) All are homocyclic compounds

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159. Which of the following statemnet is/are correct :-
(A) CH 13 > NH 12 > OH 1 > F1 is the correct order of basic nature
(B) Anti aromatic compounds are paramagnetic in nature
(C) F1 < Cl1 < Br 1 < I1 is the correct order of nucleophilicity in polar protic solvent

(D) F1 > Cl1 > Br 1 > I1 is the correct order of nucleophilicity in polar aprotic solvent
160. Which of the following is / are correct order of basic nature.
(A) Me2NH > Me – NH2 > Me3N in aqueous solution.
NH
(B) CH3 – C – NH2 > CH3 – CH2 – NH2 > NH2

NH2 NH2 NH2

CH3
(C) > >

OMe

NMe2 NMe2 NMe2

CH3
(D) > >

CCl3

161. Which of the following is / are aromatic species.

(A) (B) (C) (D)

Å
N O
H

162. Which of the following is having resonance energy of Ist more than IInd.

(A) (B)
Å Å

(C) (D)
O O N NÅ
H H

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163. Which of the following is / are correct decreasing order of acidic strength.

COOH COOH COOH COOH SO3H OH

NO2 CH3
(A) > > (B) > >

NO2

COOH COOH COOH

Br F
(C) > > (D) H–COOH > MeCOOH > Me2CH–COOH

164. Which of the following is /are correct order

(A) stability of carbocation

H H
N N–H N
(B) order of acidic strength

(C) Ph–CH = CH–CH2–CH3 < Ph–CH2CH = CH–CH3 < Ph–CH2–CH2–CH = CH2 order of
heat of hydrogenation

(D) stability of alkene

COMPREHENSION TYPE
Paragraph Q.165 & Q.166
All acids which are more or comparably acidic than conjugate acid of a base, are usually soluble in that
given base.
COOH
NaOH
165. HCºC–CH2–C OH 3eq.
NO2

OH
Product obtained
COONa COONa
(A) HCºC–CH2–C ONa (B) NaCºC–CH2–C ONa

NO2 NO2

ONa OH
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COONa COONa
(C) HCºC–CH2–C ONa (D) NaCºC–CH2–C OH
NO2 NO2

OH ONa
COONa
166. Which can not give NaCºC–CH2–C ONa as a product when treating with reactant of
NO2

ONa
above reaction -
(A) NaNH2 (B) Na (C) NaHCO3 (D) NaH

Paragraph for Q. no. 167 to 169

For given hydrocarbons
(P) CH 3 – CH3, (Q) CH2 = CH2, (R) HC º CH
167. Correct acidic strength order
(A) P > Q > R (B) Q > R > P (C) R > Q > P (D) R > P > Q
168. Rate of Electrophilic addition
(A) Q > R (B) R > Q (C) Q = R (D) R > Q > P
169. Ethane gas is obtained when CH3–CH2MgCl is treated with
(A) P (B) Q (C) R (D) P & Q both

Paragraph for Q.170 to Q.172

NaHCO3 when treated with acids it may evolve CO2. Acids which are stronger & comparable acidic
with H2CO3 may evolve CO2.
170. Gas liberated during reaction.

14
(A) CO2 (B) SO2 (C) C O 2 (D) SO3
171. Incorrect acidic strength order

(A) R–SO3H > R–COOH > >

(B) > > >

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(C) < H2O < R–CºCH < NH3

(D) > >

172. Compound which is soluble in NaOH & NaHCO3 both.

(A) (B) (C) (D)

Paragraph for Question 174 to 175

Cl–CH–CH3

When undergo hydrolysis, it is carbocation stability which decides rate of reaction. e.g.

OH
Cl–CH–CH3 CH–CH3 CH–CH3

more stable carbocation reaction rate becomes fast

r.d.s H2 O

H3 C
Again if carbonyl C=O undergo hydration it is d+ charge on carbonyl carbon which decides
H3 C
reactivity of carbonyl system e.g.
H3 C O– OH
••
C = O + H2 O C + C
• •

H3 C OH OH2
gemdiol
more d+ charge on carbonyl carbon, more is the reactivity.
173. What is correct order of rate of following compounds toward hydrolysis ?
Cl–CH–CH3 Cl–CH–CH3 Cl–CH–CH3 Cl Cl
CH–CH3 CH–CH3

OCH3 CH3 CH
CH3 CN
CH3
(A) (B) (C) (D) (E)
(A) A > B > C > D > E (B) A > C > B > E > D
(C) A > C > B > D > E (D) C > B > D > A > E

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174. What is correct order of rate of following carbonyl compound toward hydration :
CH=O CH=O CH=O CH=O CH=O

NO2 Br C2H5 OC2H5

(A) (B) (C) (D) (E)
(A) A > B > C > D > E (B) E > D > C > B > A
(C) A > C > B > D > E (D) A > B > E > C > D

O
1
175. Ninhydrin O when undergo hydration which carbonyl carbon is first attacked by H2O :
2
3
O
1 2 3
(A) C (B) C (C) C (D) none

Paragraph for Questions 176 to 178

NaHCO3 when treated with acids it may evolve CO2. Acids which are stronger & comparable acidic
with H2CO3 may evolve CO2.
176. Gas liberated during reaction.

14
(A) CO2 (B) SO2 (C) C O 2 (D) SO3
177. Compound which have –COOH group -
(A) Aspirin (B) Picric acid
(C) Benzene sulphonic acid (D) Cinnamic acid
178. Compound which is soluble in NaOH & NaHCO3 both.

(A) (B) (C) (D)

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Paragraph for question no. 179 to 181
Aromatic compounds are those that meet the following criteria :
(i) The structure must be cyclic, containing conjugated system.
(ii) Each atom in the ring m usthave an unhybridized. (The ring atoms are usually sp2 hybridised)
(iii) The unhybridised p orbitals must overlap to form a continuous ring of parallel orbitals. In most
cases, the structure must be planar (or nearly planar) for effective overlap to occur.
(iv) Delocalization of the p electrons over the ring must lower the electronic energy.
An antiaromatic compound is one that meets the first three criteria, but delocalization of the
p electrons over the ring increases the electronic energy.
179. Which of the following is aromatic compound ?

Å Å

(A) (B) (C) (D)

180. Which of the following is anti-aromatic compound.

(A) (B) (C) (D) None of these

181. In which of the following reaction product is aromatic ?

OH

(A) H+ (B) Ph–Li

D D

Br

(C) AgNO3 (D) All of these

D

Paragraph for Q. 182 to Q. 184

Consider the following structure and answer the following questions.

OH OH
a b
N –H
z

H –N
x
yN
c
OH H

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182. Which of the following is most acidic among the following?

(A) a (B) b (C) c (D)x

183. Which of the following is most basic among the following?

(A) x (B) y (C) z (D) a

184. What is the correct D.B.E. for the above structure?

(A) 13 (B) 14 (C) 15 (D) 16

Paragraph for Q.185 to Q.187

H (g) (d)
H
(f)
H
HO (c)
H
(k)
HO (e) COOH (h)
(j)

OH OMe
(a) (i) (b)

185. Correct decreasing order of rotational energy barrier.

(A) a > b > c (B) b > a > c (C*) c > a > b (D) c > b > a

186. Correct decreasing order of C–H bond energy.

(A) d > e > f > g (B) g > f > e > d (C) f > g > e > d (D*) d > e > g > f

187. Correct decreasing order of acidic strength.

(A) i > j > k > h (B*) h > k > j > i (C) h > i > j > k (D) k > j > i > h

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Paragraph for question nos. 188 to 190

(a) H H OH (II)
(I) OH

O2N NO2
O O O O
S S
(b)H
(c) CH
3
OH H H OH
(III) (d) (IV)

188. The correct order of acidic strength of underhed H is

(A) III > I > II > IV (B) I > II > IV > III
(C) II > I > III > IV (D*) I > II > III > IV
189. Total number of chiral centre present in the molecule is
(A) 6 (B) 7 (C*) 9 (D) 10
190. The correct order of bond energy of the marked C – H bond homolysis is:
(A) a > b > c > d (B) d > c > b > a (C) c > b > d > a (D) d > c > a > b

Paragraph for Q.191 to Q.193

Planar monocyclic ring containing (4n + 2)p electron (where n = 0, 1, 2, 3.... ¥) are aromatic on applying
this rule benzene and its erivative are aromatic.

Now benzenoid aromatic compound are those which contain ring that is not six membered such as

cyclic planar conjugated comound which posses only. 4np electron are antiaromatic in a reaction
–

that reactant would tend to react with reagent that can result into aromatic product salt.

191. Which of the following is correct option regarding direction of dipole moment ?

(A) (B) CH–CH3 (C) (D)

192. Which of the following is correct ?

Br
(A) reacts immediately with AgNO3

(B) Br reacts immediately with AgNO3

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(C) Br reacts immediately with AgNO3

(D) Both (A) and (B)

193. Which of the given statement is/are not correct ?

(A) is less acidic than CH2=CH–CH2–CH=CH2

H H

Å Å
(B) CH3– N Me3 is less acidic than CH3– P Me3

NC CN
(C) is more acidic than
H H H H

O O O
(D) is less acidic then
HO OH HO OH

Paragraph for Q.194 to Q.196

H (a)

(f) H
(b)
CºCH
(c)
(e) CH2–H
H2 N
(g) H
(d) OH

194. Which of the following represent most acidic site of the above molecule
(A) a (B) b (C) c (D) d
195. Which of the following represent most basic site of the molecule
(A) d (B) e (C) f (D) g
196. Which of the following represent the correct order C – H bond energy
(A) f > g > c (B) c > f > g (C) g > f > c (D) c > g > f

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Paragraph for Q.197 to Q.198
Bond length is defined as the internuclear distance between the two atoms. When bond order is greater,
then the bond length is lesser. When double bond character increase, then bond length decreases and
vice versa.
197. Correct order of the (C–N) bond lengths for the given compound is -
NMe2
(c) (d)
HN
(a) N

(b)
NH2
(A) a > b > c > d (B) d > a > b > c (C) c > b > a > d (D) b > c > a > d
198. Which of the following is incorrect about the bond length -
O (a) OH (b)
C CH2—OH

(A) (a > b) (B) CO32– > HCOO– (for C–O)

O O
(a) (b) (b) (a)

(C) (a > b) (D) (a > b)

N
H

Paragraph for Q.199 to Q.201

For the given compounds
COOH COOH COOH OH OH
CH3 NO2

NO2 NO2
(I) (II) (III) (IV) (V)

NH2 NH2 NH2 NH2 HO O

CH3 NO2

HO O
CH3
(VI) (VII) (VIII) (IX) (X)
199. Correct order of acidic strength is :
(A) VII > IX > II > V (B) III > II > IV > V (C) X > I > IV > II (D) IV > II > I > III

200. Correct order of basic strength is :

(A) IX > VI > VIII > VII (B) VII > VIII > VI > IX
(C) VIII > VI > VII > IX (D) VII > IX > VII > VI
201. How many of the given compounds gives effervescence of CO2 with NaHCO3 :
(A) 4 (B) 5 (C) 6 (D) 7

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MATRIX MATCH
202. Column - I Column - II

(A) (P) Aromatic

N
H

(B) (Q) Non aromatic

N
H + H

(C) (R) Unstable at room temperature because of antiaromatic character

(D) (S) Homocyclic

203. List - I List - II

(Reaction) (Intermediate involved)

(P) CH3–CH2–Cl DryNa

ether
(A) Carbocation

(Q) HOH (B) Free radical

Cl

OH

(R) + CHCl3 KOH (C) Carbanion

O
(S) CH3–CH2–C–OH NaOH, CaO (D) Carbene

Code :
P Q R S
(A) 1,2 1 4 3
(B) 2 1 4 3
(C) 2,3 1 3,4 3
(D) 2,3 2 4 2,3

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204. Match the column :-

Column - I Column - II

OH

(A) (P) Group attached with benzene ring is + M group

NO2

(B) (Q) Group attached with benzene ring is – M group

(C) (R) Group attached with benzene ring –I

SO3H

(D) (S) Group attached with benzene ring is +I

205. Match the column :

Column I Column II

(A) < < (P) Correct order of stability of alkene

(B) < < (Q) Correct order of heat of combusion

(C) < < (R) Correct order of heat of hydrogenation

(D) < < (S) Correct order of C=C bond length

(T) Correct order of C=C bond energy

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206. Column - I Column - II

(A) > > (P) Correct decreasing order of heat of combustion

(B) > > CH2= CH2 (Q) Correct decreasing order of heat of hydrogenation

(C) > > (R) Correct decreasing order of stability of alkene

(S)Correct order of C = C bond length in

decreasing order

207. Column I Column II

(Group) (Effect of the group)

(A) NMe3 (P) –I effect

(B) –NO (Q) +I effect

(C) –CH3 (R) –M effect

(D) –OCH3 (S) +M effect

(T) +H effect

208. Column–I Column–II

(Intermediate species) (Select the correct decreasing order of

stability of the species given in column I)

(I) (II) (III)

(A) MeCH2 Me3C Me2CH (P) I > III > II

(B) MeCH2 Me2CH Me3C (Q) II > III > I

Å Å Å

(C) (R) I > II > III

(S) III > I > II

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209. Column I (compound) Column II (pKa)
O
(A) CH3 – C – CH2 – COOC2H5 (P) 17
O O
(B) CH3 – C – CH2 – CH2 – C – CH3 (Q) 8.9
(C) CHO – CH2 – CHO (R) 10.7
(D) CH3 – CHO (S) 5
210. Column-I Column-II

(A) (P) Conjugated acid is aromatic

(B) (Q) Most basic compared

(C) (R) Lone pair of nitrogen involve in resonance

(D) (S) Conjugated acid is non aromatic

(T) Anti aromatic

NUMERICAL GRID (INTEGER) TYPE

211. Fill 1 on OMR sheet if the reaction is favoured in forward in direction and fill 2 in OMR sheet if the
reaction is favoured in backward direction for example if all the reactions are favoured in forward
direction fill 1111 as answer, and if only first two are fovoured in forward direction fill 1122 in OMR
sheet.

(a) PhSO3Na + MeCOOH ƒ MeCOONa + Ph – SO3H

(b) CH3 NaÅ + Et – OH ƒ EtONa + CH 4

(c) Ph – ONa + MeCOOH ƒ MeCOONa + PhOH

(d) NaNH2 + CH3 – H ƒ CH3 NaÅ + NH3

212. "P" dichloro derivatives are theoretically formed when two H from propene are replaced by Cl. Out
of these "Q" are gem dichloride, "R" are vicinal dichloride & "S" are isolated dichloride.
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213. Which of the following transformation will require minimum activation energy?

ˆˆˆ †
E
(i) ‡ˆˆ
a
ˆ
1

Me Me
H H H Me
Ea
(ii) ˆˆˆ†
‡ˆˆˆ H
2

H H H
Me H

Me Me
E
(iii) H ˆˆˆ†
OH ‡ˆˆ ˆ HO H
a 3

Et Et

214. Write 1 if first group or atom has more–I effect than second and write 2 if first group or atom has
lesser–I effect than second in following pairs.
Å Å
(a) –NO2, –Cl (b) –NH2, –OH (c) - N H 3 , - N Me 3 (d) –CºCH, –CH=CH2

215. If DHH(Heat of hydrogenation) of pent-1-ene is 30 Kcal approx. & that of penta-1,3-diene is 56

Kcal approx. then what is the
(a) Resonance energy of penta-1,3-diene.(x)
(b) What is the DHH per p bond of penta-1,3-diene (yz)
(c) What is the D.B.E. (double bond equivalent) of penta-1,3-diene. (v)
Represent your answer as xyzv.
216. Analyse the following pairs of compounds.
Write 1 if they are Geometrical isomers.
Write 2 if they are Chain isomers.
Write 3 if they are Position isomers.
Write 4 if they are Functional group isomers.

(a) (b)
O O

(c) (d)
CHO CHO
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Write answer of part (a), (b), (c) & (d) in the same order and present the four digit number as
answer in OMR sheet. For example: All these anwer are 9 then fill 999 in OMR sheet.
217. Number of reactions correctly matched with their major product :

(i) HCOONa ¾¾¾

KHSO4
® HCOOH

(ii) 2Ph–OH ¾¾¾ ¾

Na 2 CO3
® 2PhONa + H2O + CO2

(iii) R–SO3H ¾¾¾¾

NaHCO 3
® RSO3Na + H2O + CO2

14 14
(iv) R–CO2H ¾¾¾¾
NaH C O3
® R - C O2 Na + H2O + CO2

(v) Ph–SO3H ¾¾¾¾®

CH 3COONa
Ph–SO3Na + CH3COOH

(vi) R–CºCH ¾¾¾

NaOH
® R–CºCNa + H2O

1
(vii) R–CºCH ¾¾
Na
® RCºCNa + H
2 2
218. How many compounds liberate H2 gas on reaction with Na metal ?

OH OH OH
COOH
(i) (ii) (iii) (iv)

NO2

(v) H–CºC –H

O
O

(vi) O (vii) (viii) CH2 = CH2 (ix)

HO
OH

219. How many compounds when reacts with NaHCO3 to give effervescence of CO2
(a) CH3–CH2–OH (b) CH3CH2SO3H (c) CH3–CH2–Cl (d) CH3–CH2–CH = O
(e) CH3 CH2 CO2 H (f) CH3–CH2–CH3
220. Identify total number of hyper conjugating structures involving C–H bond in following carbocation ?

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221. PhCO2H + NaHCO3 ® A (gas)
PhOH + NaNH2 ® B(gas)
CH3OH + NaH ® C (gas)
CH3SH + EtLi ® D (gas)
PhSO3H + Na ® E (gas)
If the molecular weight of A, B, C, D ,E is x,y,z, w, v then find the value of (y + z+ w + v) – x
222. How many compounds are less basic than (CH3)2 NH.

NH2

C–NH2
(a) CH3NH2 (b) (c) (d) CH3-C-NH2
O
NH

(e) NH3 (f) NaNH2 (g) CH3Li

223. How many of the given groups shows e donating nature in resonance and e– with drawing inductively
–

when attached to benzene.

O
||
(A) –NH2 (B) –OH (C) –OCH3 (4) –O–C–CH3
1 Å Å
(5) –O1 (6) –NH (7) –NMe3 (8) –PMe3
(9) –CN (10) –CHO (11) –COCl (12) –F
O
Å ||
(13) –NO2 (14) –NºN (15) –NH–C–CH3
224. Number of hyperconjugative structure involving (C–H) bond for carbocation :

225. Number of benzenoid rings in the following structure :

SO3H OH H–O O
O
226. (a) (b) CH3–C (c) (d)
OH HO O

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O COOH
C
(e) HCl (f) (g) (h)
OH

For the above compound identify the number a = x – y

x = Number of compounds which release CO2 on reaction with NaHCO3
y = Number of compounds which are aromatic

SO3H OH H–O O
O
(a) (b) CH3–C (c) (d)
OH HO O

O COOH
C
(e) HCl (f) (g) (h)
OH

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IUPAC AND GOC
CHEMISTRY_ANSWER KEY
1. (D) 2. ( ) 3. (A) 4. (A) 5. (C) 6. (C) 7. (C)
8. (D) 9. (A) 10. (D) 11. (A) 12. (B) 13. (C) 14. (B)
15. (C) 16. (C) 17. (C) 18. (A) 19. (A) 20. (A) 21. (B)
22. (B) 23. (A) 24. (D) 25. (C) 26. (A) 27. (C) 28. (C)
29. (A) 30. (C) 31. (A) 32. (B) 33. (A) 34. (C) 35. (B)
36. (B) 37. (A) 38. (B) 39. (C) 40. (D) 41. (C) 42. (D)
43. (C) 44. (B) 45. (A) 46. (D) 47. (A) 48. (C) 49. (D)
50. (B) 51. (D) 52. (D) 53. (D) 54. (C) 55. (C) 56. (A)
57. (C) 58. (D) 59. (B) 60. (D) 61. (A) 62. (A) 63. (A)
64. (C) 65. (B) 66. (B) 67. (B) 68. (D) 69. (D) 70. (B)
71. (A) 72. (A) 73. (A) 74. (C) 75. (C) 76. (C) 77. (D)
78. (B) 79. (C) 80. (C) 81. (D) 82. (B) 83. (C) 84. (B)
85. (C) 86. (D) 87. (A) 88. (B) 89. (B) 90. (D) 91. (B)
92. (C) 93. (C) 94. (B) 95. (C) 96. (C) 97. (D) 98. (B)
99. (D) 100. (C) 101. (C) 102. (B) 103. (A) 104. (C) 105. (A)
106. (A) 107. (A) 108. (C) 109. (B) 110. (B) 111. (B) 112. (A)
113. (B) 114. (A) 115. (C) 116. (D) 117. (D) 118. (C) 119. (A)

120. (C) 121. (D) 122. (A) 123. (D) 124. (C) 125. (D) 126. (B)
127. (C) 128. (C) 129. ( ) 130. (A) 131. (A) 132. ( ) 133. ( )
134. (C) 135. (C) 136. (B) 137. (C) 138. (C) 139. (B) 140. (C)

141. (B) 142. (A) 143. (A,B,C,D) 144. (B,D) 145. (C) 146. (A,B)
147. (A,B) 148. (B,C) 149. (A,B,C,D) 150. (A,B,C,D) 151. (A,B,C,D)
152. (A,B,C,D) 153. (A , B, C) 154. (A, C) 155. (A,B,C,D)
156. (A,B) 157. ( ) 158. (A,B,C) 159. (A,B,C,D)
160. (A,B) 161. (A,B,C) 162. (A,C) 163. (A,C,D)
164. (C) 165. (C) 166. (C) 167. (C) 168. (A)
169. (C) 170. (C) 171. (C) 172. (B) 173. (A)
174. (A) 175. (B) 176. (C) 177. (D) 178. (B)
179. (B) 180. (B) 181. (D) 182. (A) 183. (A)
184. (D) 185. (C) 186. (D) 187. (B) 188. (D) 189. (C) 190. ()
191. (B) 192. (D) 193. (D) 194. (D) 195. ( ) 196. (B)
197. (C) 198. (A) 199. (B) 200. (C) 201. (B)
202. (A) ® P ; (B) ® Q ; (C) ® R, S ; (D) ® P, S
203. (P) ® 2,3 ; (Q) ® 1 ; (R) ® 3,4 ; (S) ® 3
204. (A) P,R (B) Q,R (C) P,R (D) Q,R 205. (A) P,Q,S (B) Q,R,T (C) P,Q,S (D) Q,R,T
206. (A) P, Q (B) P, R, S (C) R, S 207. (A) P; (B) P,R,S; (C) Q,T; (D) P,S
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208. (A) Q. (B) R. (C) P 209. (A) R, (B) Q, (C) S, (D) P

210. (A)®P,R; (B)®P; (C)®R,S; (D)®P,Q

211. 2112 212. 7232 213. E a 2

214. 1221 215. 4282

216. 3 3 2 2 217. (4) 218. (6) 219. (2) 220. (008)

221. (7) 222. (4) 223. (6) 224. (5) 225. (5)
226. (5)

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