Hydrocarbons AzGj4LNV3GsV3PlV

HYDROCARBONS Dexter Tutorials Sheet
Level-1
➢ METHODS OF ALKANE PREPARATION
1. The no. of isomeric sodium salt that will be required to obtain neopentane.
(A) 3 (B) 1 (C) 4 (D) 6
2. Which sodium salt will be heated with sodalime to obtain propane -

(A) CH3 – CH2 – C – O–Na+ (B) CH3 – CH2 –CH2 – C – O–Na+
|| ||
O O
(C) (CH3)2 – CH – C – O–Na+ (D) B & C both
||
O
3. ⎯⎯2 ⎯→ A.
H /Ni
A is -
D D
D
D
(A) CH3 – (CH2)4 – CH3 (B)
H
H
D
H
(C) (D)
H
H H
D
Cl
|
4. CH3 – CH –CH3 ⎯⎯ ⎯⎯→ A (major product). A is -
Na/ether
(A) CH3 – CH2 – CH2 – CH2 – CH2 – CH3 (B) CH3 – CH –CH – CH3
| |
CH3 CH3
(C) No reaction (D) CH3 – CH = CH2
5. Which reagent is used for clemmensen reduction ?
(A) Na–Hg/HCl (B) Zn–Hg/HCl

(C) SnCl2–HCl (D) N2H4/KOH
WWW.DEXTERCHEM.IN HYDROCARBONS ADHYAY-2025

6. Reduction of aldehydes and ketones into hydrocarbons using zinc amalgam
and conc. HCl is called
(A) Cope reduction (B) Dow reduction
(C) Wolf-kishner reduction (D) Clemmensen reduction
7. In the following reaction The product ‘X’ is
1.Mg, Ether
C6H5CH2Br + X,
2.H3O
(A) C6H5CH2OH (B) C6H5CH3
(C) C6H5CH2CH2C6H5 (D) C6H5CH2OCH2C6H5
Br
8. , when treated with two equivalents of sodium in dry ether gives:
Cl
Br Cl
(A) (B)
(C) (D)
9. Alkyl halides react with dialkyl copper lithium (lithium dialkyl cuperate) reagents
to give:
(A) alkenes (B) alkyl copper halides
(C) alkanes (D)alkenyl halides
10. A mixture of ethyl iodide and n-propyl iodide is subjected to Wurtz reaction. The
hydrocarbon that will not be formed is:
(A) n−butane (B) n−octane (C) n−pentane (D) n−hexane
11. As the alkane is evolved at the anode during Kolbe’s electrolysis, pH of the solution
will
(A) gradually decrease. (B) gradually increase.
(C) does not change. (D) become neutral.
12. In Corey house synthesis which halide can be used with dialkyl lithium cuprate
salt?
(A) 1° (B) 2°
(C) 3° (D) both 1° and 2°

13. Which of the following hydrocarbons cannot be prepared by Kolbe’s electrolytic
process?
(A) C3H8 (B) C2H6 (C) C4H10 (D) C6H14
14. The side product obtained while reacting CH3CH2Cl with Na in ether.
(A) CHCH (B) CH3CH2CH3 (C) CH4 (D) C2H4
15. (CH3)3C–MgCl on reaction with D2O produces
(A) (CH3)3CD (B) (CH3)3OD (C) (CD3)3CD (D) (CD3)3OD
16. Which of the following compounds will form a hydrocarbon on reaction with a
Grignard’s reagent?
(A) CH3CH2OH (B) CH3CHO
(C) CH3COCH3 (D) CH3CO2CH3.
17. Which of the following reactions will not give propane?
(A) CH 3 CH 2 CH 2 Cl ⎯⎯H⎯O⎯→
Mg / ether
2
(B) CH 3 COCl ⎯⎯H⎯O⎯→

3 CH MgX
(C) CH 3 CH = CH 2 ⎯ ⎯2 ⎯ →
6 B H
CH COOH3
CH 3 CH − CH 3 ⎯⎯ ⎯→
P / HI
(D) |
OH
18. Which gives CH 4 when treated with water?

(A) Silicon carbide (B) Calcium carbide
(C) Aluminium carbide (D) Iron carbide
➢ PROPERTIES OF ALKANE
19. Which of the following statement is correct about alkanes ?
(A) They are coloured and soluble in water

(B) Their boiling point decreases with the increment in molecular weight
(C) They are colourless, odourless & tasteless.
(D) None of these

20. How much volume of air will be needed for complete combustion of 10 lit. of
ethane ?
(A) 135 lit (B) 35 lit.
(C) 175 lit (D) 205 lit.
21. The number of possible enantiomeric pairs that can be produced during
monochlorination of 2−methyl butane is
(A) 2 (B) 3 (C) 4 (D) 1
22. When isobutane is monochlorinated in the presence of ultra−violet light, the

product obtained in higher yield is
(A) n−butyl chloride (B) isobutyl chloride
(C) sec−butyl chloride (D)tert−butyl chloride
23. Isopentane can form four monobromo isomeric derivatives. How many of them
are optically active?
(A) 1 (B) 2 (C) 3 (D)None
24. Which of the following has highest octane number ?
(A) n-hexane (B) n-heptane
(C) n-pentane (D) 2, 2, 4-trimethyl pentane
25. Which of the following statements is not true for ethane?

(A) It can be chlorinated with chlorine
(B) It can be catalytically hydrogenated
(C) When oxidised produces CO 2 and H 2 O
(D) It is a homologue of iso-butane
26. In the commercial gasolines, the type of hydrocarbons which are more desirable
is
(A) Branched hydrocarbon
(B) Straight-chain hydrocarbon
(C) Linear unsaturated hydrocarbon
(D) Toluene
27. Which of the following is not formed by the reaction of Cl 2 on CH 4 in sunlight?

(A) CHCl 3 (B) CH 3 Cl (C) CH 3 CH 3 (D) CH 3 CH 2 CH 3

28. Petroleum ether can be used as
(A) Solvent for fat, oil, varnish and rubber
(B) As a fuel
(C) Both (A) and (B)
(D) None of these
29. Cyclohexane, a hydrocarbon floats on water because

(A) It is immiscible with water
(B) Its density is low as compared to water
(C) It is non-polar substance
(D) It is immiscible and lighter than water
30. Natural gas contains mainly

(A) Methane (B) n-butane
(C) n-octane (D) Mixture of octane
➢ METHODS OF ALKENE PREPARATION
31. If we heat ethylidene chloride with Na/ether then products are -

(A) CH3–CH=CH–CH3 (B) CH3–CH=CH2
(C) Both A and B (D) None of these
32. In the above reaction if we take methylene chloride and isopropylidene chloride
then products are -
(A) CH3 – C = CH2 (B) CH2=CH2

|
CH3
(C) CH3 – C = C – CH3 (D) All of the above
| |
CH3 CH3
33. Consider the reaction
CH3
|
Heat
CH3CH2CH2–N–CH2CH3 OH–
|
CH3
Which of the following is formed in major amount
(A) CH2 = CH2 (B) CH3CH = CH2
(C) Both (A) and (B) in equal amount (D) None, as no reaction takes place

34. The reduction of 4-octyne with H2 in the presence of Pd/CaCO3 – quinoline gives (as
a major product) -
(A) trans-4-octene (B) cis- 4- octene

(C) a mixture of cis and trans-4-octene
(D) a completely reduced product C8H18
35. n – propyl bromide on treatment with ethanoic potassium hydroxide
produces
(A) propane (B) propene
(C) propyne (D) propanol
36. Which of the following reaction is expected to give

CH3
CH3–C–CH=CH2 as a major product
CH3
CH3 CH3
(CH3)3CO–K+
(A) CH3–C—CH–CH3 H2SO4
 (B) CH3–C—CH–CH3 
CH3 OH CH3 Br
CH3
(C) CH3–C—CH–CH3 Zn
Acetone (D) None of the above
CH3 Br
➢ PROPERTIES OF ALKENE
37. What would be the main product when propene reacts with HBr ?
H H H H
| | | |
(A) CH3–C–C–H (B) CH3–C–C–H
| | | |
Br H H Br
(C) Both A and B (D)Br–CH2–CH=CH2
38. Which of the compounds with molecular formula C5H10 yields acetone on
ozonolysis?
(A) 3-Methyl-1-butene (B) Cyclopentene
(C) 2-Methyl-1-butene (D) 2-Methyl-2-butene

39. A (Predominantly) is
CH3
H3 C CH CH = CH2 HBr A
CH3
CH3 C CH 2CH3 CH3

Br
CH3
(A) Br (B) CH3 CH CH
CH3 Br CH3
CH3 CH2Br
(C) CH3 CH CH (D) CH3 CH CH 2
40. In the following reaction The major product is
CH3
H2O/H
CH3—C—CH= CH2
CH3
CH3 CH3
H3C—C—CH—CH3 H3C—C—CH2—CH2
(A) CH3 OH (B) CH3 OH
CH3 CH3
H3C—C—CH—CH3 H2C—C—CH2—CH3
OH CH3 CH3
(C) (D) OH
41. Identify Z in the sequence of reaction
HBr/H 2O2 C2H5ONa

H3C CH2 y z
(A) CH3 − (CH2 )3 −O−CH2 CH3 (B) (CH3)2 CH −O−CH2 CH3
(C) CH3 (CH2)4 −O−CH3 (D) CH3 CH2 − CH(CH3) −O−CH2 CH3

42. 2,3-Dimethyl-2-butene can be prepared by heating which of the following
compounds with a strong acid?
(A) (CH3)3 CCH = CH2 (B) (CH3)2 C = CHCH2 CH3
(C) (CH3)2 CHCH2 CH = CH2 (D) (CH3 )2CH −CH −CH = CH2
43. Which one of the following gases retards the addition of HBr to alkenes in
presence of peroxide?
(A) Nitrogen (B) Carbon dioxide
(C) Oxygen (D) Chlorine
44. In the reaction with HCl, an alkene reacts in accordance with the Markownikov’s
rule to give a product 1-chloro-1-methylcyclohexane. The possible alkene is
CH2
(A) (B)
CH3
(C) (A) and (B) (D)
45. The compound that will react readily with gaseous bromine has the formula
(A) C4 H10 (B) C2H4 (C) C3H6 (D) C2H2
46. What would be the main product when propene reacts with HBr in presence of
benzoyl peroxide ?
H H H H
| | | |
(A) CH3–C–C–H (B) CH3–C–C–H
| | | |
Br H H Br
(C) Both A and B (D)Br–CH2–CH=CH2
47. Ethene reacts with HOCl to form -

(A) Hydroxy ethene (B) Chloro ethene
(C) Ethylene chlorohydrin (D) None of these

48. What would be the product when ethene is oxidised with cold dil. KMnO4
solution?
(A) CH2–CH2 (B) H – C – H
| | ||
OH OH O
(C) H – C – OH (D) CO2 + H2O
||
O
49. What would be the product when ethene is oxidised with ozone and forms
ozonide which is hydrolysed in presence of zinc dust -
(A) CH2–CH2 (B) H – C – H

| | ||
OH OH O
(C) H – C – OH (D) CO2 + H2O

||
O
50. Propene react with Cl2 at 500ºC the product is formed -
(A) 1-chloro propene-1 (B) 2-chloro propene-1
(C) 1,2-dichloro propane (D) 3-chloro propene-1
51. What would be the product when 2-pentene reacts with HBr ?
(A) 2-bromo pentane (B) 3-bromo pentane
(C) Both A and B (D) 1-bromo pentane
52. H3C CH CH CH2 HBr A (predominant). A is
CH3
(A) H3C CH CH CH3 (B) H3C CH CH2 CH2Br
CH3 Br
CH3
(C) Br (D) None is correct
H3C C CH2 CH3
CH3

53. Consider the following reaction
CH3 − CH = CH2 ⎯⎯⎯⎯

Br2 / NaCl
→
Product of the reaction will be
(A only 1, 2 – dibromopropane
(B) only 1 – bromo – 2 – chloropropane
(C) only – 2 – bromo – 1 – chloropropane
(D) mixture of 1, 2 – dibromopropane and 1 – bromo – 2 – chloropropane
54. CH2 = CH − CH = CH2 ⎯⎯⎯⎯⎯

H2 / pt
1 equivalent
→ A ⎯⎯⎯⎯
O3 / H2 O
1
→B
A and B are
(A) CH3CH2CH = CH2 and (CH3CH2COOH + CO2)
(B) CH3CH = CH⎯CH3 and CH3COOH (2 mol)
(C) CH3⎯ CH=CH ⎯ CH3 and CH3CHO (2 mol)
(D) CH3CH2CH = CH2 and (CH3CH2CHO + HCHO)
55. CH3
H C Alkaline
A
H C KMnO4
CH3
Which is true about this reaction?
(A) A is meso 1, 2 – butan – diol formed by syn addition
(B) A is meso 1, 2 – butan – diol formed by anti addition
(C) A is a racemic mixture of d and f 1, 2 – butan – diol formed by anti-addition.
(D) A is a recemic mixture of d and 1, 2 – butan – diol formed by syn addition.

56. CH3
CH3
H C
Br2 H Br
C H
H Br
CH3
Trans CH3
(A)
Which is true statement?
(A) A is formed by anti addition and is meso
(B) A is formed by syn addition and is meso
(C) A is formed by anti addition and is racemic
(D) A is formed by syn addition and is racemic
57. CH3
2 - Butene H Br
Br2 and Enantiomers
Br H
CH3
(by anti addition)

2 – butene is
(A) cis (B) trans (C) both (D) none
58. The reaction of CH3CH=CH OH with HBr gives
(A) CH3CHBrCH2 OH (B) CH3CH2CHBr OH
(C) CH3CHBrCH2 Br (D) CH3CH2CHBr Br
Cl
alc.
59. (A) NBS
(B)
alc.
(C) NBS
(D)
alc.
(E)
KOH KOH KOH
The product E is
Br
Br
(A) (B) (C) (D)

−
( CH3 )3 C O K +
60. (CH3)3CBr ⎯⎯ ⎯ ⎯ ⎯→ (A) ⎯⎯
Cold alk .
⎯→ (B) ⎯⎯ ⎯
NBS
⎯→ (C).
KMnO4
The total number of stereoisomers possible for the compound (C) is

(A) 2 (B) 3 (C) 4 (D) 6
61. Identify (C) in the following reactions:

Cl , H O H 2SO 4 alcoholic KOH
CH2=CH2 ⎯⎯2 ⎯⎯
2
→ (A) ⎯⎯ ⎯→ (B) ⎯⎯ ⎯ ⎯⎯→ (C)
Heat
(A) CH2=CH2 (B) CH2=CH−Cl

(C) Cl−CH=CH−OH (D) CH2=CH−O−CH=CH2
Cl + H O
62. CCl3CH=CH2 ⎯⎯2 ⎯⎯
2
→ (A). (A) is
(A) CCl3CH−CH2Cl (B) CCl3−CH−CH2OH
OH Cl
(C) CCl3−CH−CH2Cl (D)CCl3CH−CH2OH
Cl OH
63. In the presence of peroxide, hydrogen chloride and hydrogen iodide do not give
anti−Markownikoff’s addition to alkenes because
(A) both are highly ionic
(B) one is oxidizing and the other is reducing
(C) one of the steps is endothermic in both the cases
(D) all the steps are exothermic in both the cases
64. The reaction of propene with HOCl proceeds via the addition of
(A) H+ in the first step (B) Cl+ in the first step
(C) OH− in the first step (D) Cl+ and OH− in the single step

65. Which of the reagents can be used to bring out the following conversion?
D
1−methyl cyclopentene ⎯→
CH3
OD
by which of these reagents?
(A) Hg(OAc)2/D2O followed by NaBD4
(B) Hg(OAc)2/H2O followed by NaBH4
(C) Hg(OAc)2/D2O followed by NaBH4
(D) Hg(OCOCD3)2/H2O followed by NaBD4
66. 6-Methyl-1, 5-heptadiene on treatment with H2SO4/H2O gives
+
(A) C
H—
3 C
— (
CH)
23—C
H=C
H2 (B) HC
3
C
H H
3C O
SOH
3
3
(C) HC (D) HC
3 + 3
H3C HC
3 O
H
67. Elimination reaction generally occurs with the formation of:

(A) one sigma bond. (B) one pi bond.
(C) one sigma and one pi bond. (D) none of the above.
Me Me
H
68.
H
Me H
Hydrogenation of the above compound in the presence of poisoned Pd catalyst
gives
(A) an optically active compound. (B) an optically inactive compound.
(C) a racemic mixture. (D)a diastereomeric mixture.
69. Addition of HCl does not obey anti markownikoff’s rule because
(A) it is a strong acid. (B) it is a gas.
(C) its bond energy is high. (D) its bond energy is less.

70. Addition of HI on the double bond of propene yields isopropyl iodide and not n-
propyl iodide as the major product. This is because the addition proceeds
through:
(A) a more stable carbocation. (B) a more stable carbanion.
(C) a more stable free radical. (D) none of the above.
71. Anti-Markownikoff’s addition is not observed in:

(A) propene. (B) 1−butene (C) pentene. (D) 2−butene.
72. The non-reactivity of chlorine atom in CH2=CH–Cl is due to:

(A) inductive effect. (B) resonance stabilization
(C) electromeric effect (D)electronegativity
73. Addition of HOCl to ethyne gives:

(A) ethyl chloride (B) vinyl chloride
(C) dichloroacetaldehyde (D) ethylidene chloride
74. The product in the following reaction is:

Propylene + HBr ⎯⎯⎯→ Product
Benzoyl
peroxide
(A) propane (B) n−propyl bromide
(C) isopropyl bromide (D) allyl bromide
75. Baeyer’s reagent is

(A) alkaline KMnO4 solution. (B) acidic KMnO4 solution.
(C) neutral KMnO4 solution. (D) aqueous bromine solution.
76. When 2−butyne is treated with Pd–BaSO4; the product formed will be:
(A) cis−2−butene (B) trans−2−butene
(C) 1−butene (D) 2−hydroxy butane
77. Predict the product of the following reaction:

CH2=CH–CCl3 + HBr
(A) CH3–CH(Br)–CCl3 (B) CH2(Br)–CH2–CCl3
(C) BrCH2–CHCl–CHCl2 (D) CH3–CH2–CCl3

CHO
O3/H2O, Zn
78. [A] + 2HCHO. In this reaction (A) and (B) are:
CHO
HOCl
[B]
(A) CH2=C=CH−CH3, CH2=CH−CH−CH2
OH Cl
Cl
(B) CH2=CH−CH=CH2, CH3−CH−CH−CH3
OH
OH
(C) CH3−CC−CH3, CH3−C=C−CH3
OH
(D) none of these
79. CH 3 − CH = CH 2 ⎯⎯⎯→ A ⎯⎯→

NBS NaI
B. B is
Acetone
(A) CH 3 − CH − CH 2 (B) CH 3 − CH − CH 3
Br Br Br
(C) CH 2 − CH = CH 2 (D) CH 2 − CH = CH 2
I Br
80. CH 3 − CH = CH 2 + HCl ⎯Benzoyl

⎯⎯ ⎯→ A. Which of the following is the product ‘A’?
peroxide
(A) CH 3 − CH 2 − CH 2 − Cl (B) CH 3 − CH − CH 3
Cl
(C) CH 2 − CH = CH 2 (D) CH 3 − CH − CH 2
Cl Cl Cl
81. To which of the following compounds HCl adds most readily?

(A) CH 2 = CH 2 (B) CH 3 − CH = CH 2
(C) CH − C = CH − CH (D) CH 3 − CH = CH − CH 3
3 3
CH3

O
82. Which of the following alkenes would produce CH2CHO and CH 3 − C − CH 2 − CH 3
on ozonolysis followed by reduction?
(A) CH 3 − CH = C − CH 2 − CH 3 (B) CH 3 − CH 2 − CH = CH 2
CH3
(C) CH 3 − CH 2 − CH = CH − CH 3 (D) CH 3 − CH 2 − CH = C − CH 3
CH3
83. Which of the following compounds is not formed in the reaction of CH 2 = CH 2

with bromine water containing NaCl?
CH 2 − CH 2 CH 2 − CH 2
(A) (B)
Cl Cl Br Cl
CH 2 − CH 2 CH 2 − CH 2
(C) (D)
Br Br Br OH
84. Alkene(s) that would give the following alcohol by oxymercuration–reduction
reaction is/are
CH3
OH
CH3 CH2
(A) (B)
(C) (D) both (A) and (B)
CH3
85. Identify (S) in the following reaction
Br
( S)
CH3–CH2–CH=CH2+Br2 ⎯⎯→ CH3–CH2–CH–CH2Br
(A) CCl4 (B) HOH
(C) C2H5OH (D) all of these
86. What is the product (A) formed in the following reaction?
⎯OsO
⎯⎯4 → ( A)
OH OH OH OH
OH H H H
(A) (B) OH (C) H (D) H
H OH H

BD3
87. CH3CH=CH2 ⎯⎯
⎯→ product ‘X’.
H 2O 2 / OH −
‘X’ is
(A) CH3−CH−CH2D (B) CH3−CH−CH2OH
OH D
(C) CH3−CH−CH3 (D) none is correct
OD
➢ METHODS OF ALKYNE PREPARATION
88. The compound used for the preparation of acetylene in laboratory is -

(A) CaC2 (B) Al4C3 (C) SiC (D) None
89. The product of reaction between 1,1,2,2-tetrachloro propane and Zn dust/ -

(A) Propyne (B) Propene
(C) Iso propene (D) Acetylene
90. When 1-alkyne is treated with Na + Liq. NH3 and product is reacted with methyl
chloride, the end product of the reaction will be –
(A) Lower alkyne having two carbon less then 1-alkyne
(B) Lower alkyne having one carbon less then 1-alkyne
(C) Higher alkyne having one carbon more then 1-alkyne
(D) Higher alkyne having two carbon more then 1-alkyne
➢ PROPERTIES OF ALKYNE
91. Which of the following will not react with an ammonical silver nitrate solution -
(A) CH3C  CH (B) (CH3)2CH–C  H
(C) CH3C  CCH3 (D) HC  CH

92. Consider the following reactions
H5C2 C2H5
C=C
H H
R1
H C2H5
R2
C=C
H5C2 H
H5C2 – C  C – C2H5 R3
H5C2 – C – CH2 – C2H5
R4 O
2CH3 – CH2 – COOH
The correct set of reagents for these reactions is
R1 R2 R3 R4
(A) H2/Lindlar Na/liq. NH3 (i) O3, (ii) H2O H2O, H2SO4, HgSO4
catalyst
(B) H2/Lindlar Na/liq. NH3 H2O, H2SO4, (i) O3,
catalyst HgSO4 (ii) H2O
(C) (i) O3, H2O, H2SO4, HgSO4 Na/liq. NH3 H2/Lindlar
(ii) H2O catalyst
(D) H2O, H2SO4, HgSO4 H2/Lindlar (i) O3, Na/liq. NH3
catalyst (ii) H2O
93. When 2-alkyne is treated with sodamide product will be -
(A) alkene (B) vinyl acetylene (C) 1-alkyne (D) None
94. Gem dihalide is formed by the reaction of alkyne and -
(A) HX (B) X2 (C) H2 (D) O2
95. An alkyne C7H12 on reaction with hot alk. KMnO4 and subsequent acidification with
HCl yields a mixture of
CH3– CHCOOH + CH3CH2COOH

|
CH3
The alkyne is -
(A) 3-Hexyne (B)2-Methyl-3-hexyne
(C) 2-Methyl-2-hexyne (D)2-Methyl-2-hexene

96. Acetylene may be prepared using Kolbe's electrolytic method employing -
(A) Pot. acetate (B) Pot. succinate
(C)Pot. Fumarate (D) Pot propanoate
97. Which of the following reagents cannot be used to locate the position of triple bond in
CH3–C  C–CH3
(A) Br2 (B) O3 (C) Cu 22+ (D) KMnO4
98. The product of reaction between one mole of acetylene and two mole of HCHO in
the presence of Cu2Cl2 -
(A) HOCH2–C  C–CH2OH (B) H2C=CH–C  C–CH2OH
(C) HC=C–CH2OH (D) None of these
99. In the presence of strong bases, triple bonds will migrate within carbon skeletons
by the -
(A) removal of protons (B) addition of protons
(C) removal and readdition of protons (D) addition and removal of protons
100. CH  CH ⎯NH
⎯4⎯Cl
→ product
Cu 2Cl 2
Product is -
(A) Cu–C  C–Cu (B) CH2=CH–C  CH
(C) CH=C–Cu (D) Cu–C  C–NH4

Level-2
1. The order of stability of three alkenes R2C=CR2, R2C=CHR and RHC=CHR is
(A) RCH=CHR > R2C=CHR > R2C=CR2 (B) RCH=CHR < R2C=CHR > R2C=CR2
(C) RHC=CHR > R2C=CHR < R2C=CR2 (D) RHC=CHR < R2C=CHR < R2C=CR2
2. The dehydrohalogenation of 2−bromobutane with alcoholic KOH gives
(A) only 2−butene (B) only 1−butene
(C) 2−butene as the major product (D) 1−butene as the major product
3. The addition of Br2 to cis−2−butene produces
(A) (+)−2, 3−dibromobutane only (B) (−)−2, 3−dibromobutane only
(C) rac−2, 3−dibromobutane (D) meso−2, 3−dibromobutane
4. The addition of HI in the presence of peroxide does not follow anti−Markovnikov’s

rule because
(A) HI bond is too strong to be broken homolytically.
(B) reaction of I atom with alkene is endothermic in nature.
(C) I combines with H to give back HI.
(D) HI is a reducing agent
5. The treatment of CH3C=CHCH3 with Lemieux reagent (an aqueous solution of

CH3
NaIO4 and traces of KMnO4/OsO4) produces
(A) CH3COCH3 + CH2O (B) CH3COCH3 + CH3CHO
(C) CH3CHO + CO2 (D) CH3COCH3 only
6. An optically active carboxylic acid, (X) has the molecular formula C6H10O2 and
can be shown by chemical and physical tests to contain the group −CH=CH2 and
at least one alkyl group. When (X) is reduced with hydrogen over platinum, the
product formed is optically inactive. Which of the following best represents the
structure of (X)?
(A) CH2=CH−CH(CH3)−CH2COOH (B) CH2=CH−CH(CH2CH3)−COOH
(C) CH2=CH−CH2CH(CH3)−COOH (D) CH2=CH−C(CH3)2−COOH

7. The order of reactivity of the following alkenes towards electrophilic attack is
H3C
(i) CH3CH=CH2 (ii) CH2=CHCOOH (iii) CH2=CH2 (iv) CH2
H3C
(A) (i) > (iii) > (iv) > (ii) (B) (i) > (iii) > (ii) > (iv)
(C) (iv) > (i) > (iii) > (ii) (D)(i) > (iv) > (iii) > (ii)
8. The product of reaction of pure HBr with pure propene is
(A) 1−bromopropane (B) 2−bromopropane
(C) 3−bromopropane (D) none of these
9. Sample of 2,3-Dibromo-3-methylpentane is heated with zinc dust. The resulting

product is isolated and heated with HI in the presence of red phosphorus.
Indicate the structure of the final product formed in the reaction.
(A) 3-Methylpent-1-ene (B) 3-Methylpentane

(C) 2-Iodo-3-methylpentane (D) None of these
10. In the reaction of Br2 in the presence of sodium iodide with ethylene, what products
would be found in the reaction mixture?
(A) 1,2−dibromoethane only
(B) 1,2−dibromoethane and 1,2−diiodoethane
(C) 1−bromo−2−iodoethane and 1,2−dibromoethane
(D) 1,2−diiodoethane
11. An alkene of molecular formula C4H8, having zero dipole moment, on treatment
with cold aqueous KMnO4 gave a product which is:
(A) optically inactive and non resolvable.

(B) optically inactive and resolvable.
(C) optically active and non resolvable.
(D) optically active and resolvable.
12. At low temperatures, the slow addition of molecular bromine to
CH2=CH−CH2−CCH gives
(A) CH2=CH−CH2−CBr=CHBr (B) BrCH2−CHBr−CH2−CCH
(C)CH2=CH−CH2−CH2−CBr3 (D) CH3−CBr2−CH2−CCH

13. The addition of HCl to 3,3,3−Trichloropropene gives
(A) Cl3CCH(Cl)CH3 (B) Cl3CCH2CH2Cl

(C)Cl2CHCH(Cl)CH2Cl (D) Cl2CHCH2CHCl2
14. The predominant product formed, when 3−methyl−2−pentene reacts with HOCl, is
Cl OH Cl Cl
(A) CH3−CH2−C CH−CH3 (B) CH3−CH2−C CH−CH3
CH3 CH3
OH CH3 OH
(C) CH3−CH2−C CH−CH3 (D) CH3−C CH−CH3
CH3 Cl CH3
15. The reagent which is used to distinguish between propene and propyne is
(A) Bromine (B) Alkaline KMnO4
(C) Ammoniacal AgNO3 (D) Ozone
16. Addition of HI on the double bond of propene yields isopropyl iodide and not
n−propyl iodide as the major product. This is because the addition proceeds
through
(A) a more stable carbonium ion.
(B) a more stable carbanion.
(C) a more stable free radical.
(D) none of the above being a concerted reaction.
17. The product of following reaction is
CH3
(i) Hg(OAc)2 ; H2O
CH3−C−CH=CH2
(ii) NaBH4
CH3
CH3 CH3
(A) CH3−C CH−CH3 (B) CH3−C−CH2−CH2OH
CH3 OH CH3
OH CH3 CH3
(C) CH3−C CH−CH3 (D) HOCH2−C−CH2−CH3
CH3 CH3

18. From the following reactions
HCCH + LiNH2 ⎯→ NH3 + HCCLi
HCCLi + H2O ⎯→ HCCH + LiOH
predict which of the following order of basic strength is correct?
(A) HCC¯ < OH¯ < NH2− (B) HCC¯ < NH2− < OH¯
(C) OH¯ < NH2− < HCC¯ (D) OH¯ < HCC¯ < NH2−
19. The product of acid catalyzed hydration of 2−phenyl propene is
(A) 3−phenyl−2−propanol (B) 1−phenyl−2−propanol
(C) 2−phenyl−2−propanol (D) 2−phenyl−1−propanol
20. 3−Phenylpropene on reaction with HBr gives (as a major product)
(A)C6H5CH2CH(Br)CH3 (B) C6H5CH(Br)CH2CH3
(C) C6H5CH2CH2CH2Br (D) C6H5CH(Br)CH=CH2
21. An organic compound C4H6 on ozonolysis gives formaldehyde and glyoxal. The
compound is:
(A) CH3−CC−CH3 (B) CH2=CH−CH=CH2

(C) Cyclobutene (D) 2-Methylcyclopropene
22. A hydrocarbon of formula C6H10 absorbs only one molecule of H2 upon catalytic
hydrogenation. Upon ozonolysis, the hydrocarbon yields
H H
O=C−CH2−CH2−CH2−CH2−C=O
The hydrocarbon is
(A) cyclohexane (B) benzene
(C) cyclohexene (D) cyclobutane

23. To synthesize the unsymmetrical alkyne CH3−CC−CH2−CH3 the reagents needed
would be
(A)ethene, iodoethane, iodomethane and potassium hydroxide.
(B) acetaldehyde, 1−bromopropane and conc. H2SO4.
(C) 1, 2−dichloroethane, 1−propanol and alcoholic potassium hydroxide.
(D) ethyne, iodomethane, iodoethane and sodamide.
24. Which of the following will be the final product when C2H2 reacts with HCl
CH2 CH3
(A) (B)
CHCl CHCl2
CHCl
(C) (D)None of these
CHCl
H O
25. What is the end product of the following sequence of operations CaC 2 ⎯⎯2⎯→
dil. H SO
(A) ⎯⎯ ⎯ ⎯⎯ → (B) ⎯⎯→ (C)?
2 4 Ni
++ H2
Hg
(A) Methyl alcohol (B) Acetaldehyde
(C) C2H5OH (D) C2H4
26. In methanol solution, bromine reacts with ethylene to yield BrCH 2CH2OCH3 and
1, 2−dibromoethane because
(A) the intermediate bromonium ion may react with Br− or CH3OH.
(B) the methyl alcohol solvolates the bromine.
(C) the reaction follows Markownikoff’s rule.
(D) this is a free radical mechanism.
27. In the addition of HBr to propene in the absence of peroxides, the first step involves
the addition of
(A) H+ (B) Br− (C) H• (D) Br+
28. The olefin, which on reductive ozonolysis gives CH3CH2CHO and CH3CHO?
(A) But−1−ene (B) But−2−ene
(C) Pent−1−ene (D) Pent−2−ene

29. Rate of addition of halogen acid (HX) is least in
(A) CH2=CHCl (B) CH2=CH2
(C) CH3−CH=CH2 (D) (CH3)2C=CH2
30. 2−Butyne when treated with lithium in presence of liquid ammonia gives
(A) cis−2−butene (B) trans−2−butene
(C) n−butane (D) 1−butyne
31. The compound (CH3)2CHCH(Cl)CH3 reacts with alcoholic KOH to give the major
alkene
(A) (CH3)2CH−CH=CH2 (B) CH3CH=C=CH2
(C) CH3CH2CH=CHCH3 (D) (CH3)2C=CHCH3
32. Which of the following reaction produces acrylonitrile, CH2=CHCN?
(A) Ethyne ⎯⎯⎯→ (B)Acrylic acid ⎯⎯⎯→

KCN KCN
(C) Ethyne ⎯⎯⎯→ (D) Ethyne ⎯⎯⎯→

HCN HOCl
2+
Ba
33. The product formed by the action of chlorine on ethene in saturated solution of
KBr is/are
(A)ClCH2−CH2Cl + ClCH2CH2CH2Br (B) ClCH2CH2Cl
(C) ClCH2−CH2Cl + BrCH2−CH2Cl (D) ClCH2−CH2Cl + BrCH2CH2Br
34. The reaction of propene with HOCl proceeds via the addition of
(A) H+ in the first step (B) Cl+ in the first step
(C) OH− in the first step (D) Cl− and OH− in a single step
35. Which of the following alkene will react fastest with H2 under catalytic
hydrogenation conditions?
R R R H
(A) (B)
H H R H
R R R R
(C) (D)
R H R R

36. Major product of the reaction, would be
CH3
+
D2O/D
CH3−C−CH=CH2
CH3
CH3 CH3 CH3
(A) CH3 − C − CH − CH2D (B) CH3 − C − CH − CH2D
H3C OD OD
CH3 H CH3
(C) CH3 − C − C − CH3 (D) H3C − C − CH − CH2
OD D H3C D OD
37. The appropriate reagent for the following transformation is
COCH3 CH2CH3
OH OH
(A) Zn−Hg, HCl (B) NH2NH2, KOH
(C) LiAlH4 (D) HI, P4, 
38. Which of the following alkane can be obtained in good yield by the Wurtz
reaction?
CH3
(A) CH3−CH−CH2CH3 (B) CH3−CH−CH−CH3
CH3 CH3
CH3
(C) CH3−CH−CH2−CH−CH3 (D) CH3−CH−CH3
CH3 CH3
39. Identify (B) in the following sequence of reactions.

Cu Cl +NH Cl
CHCH ⎯⎯2⎯2⎯ ⎯4⎯→ (A) ⎯⎯
⎯→ (B)
HCl
(A)CH3CH2Cl (B) CH2=CH−CH2CH2Cl
Cl
(C)HCC−CH−CH3 (D) CH2=CH−C=CH2
Cl

40. Which of the following compound on ozonolysis followed by oxidative hydrolysis
yields propane−1, 3−dioic acid (malonic acid) as the only product?
(A) CH2=CH−CH2−CH=CH2 (B) CH2=CH−CH=CH2
(C) (D)
41. Propene can be converted into 1−propanol by oxidation. Which set of the reagents
is used to effect the conversion?
(A) OsO4−CHCl3 (B) O3 / Zn−H2O
(C) Alkaline and cold KMnO4 (D) B2H6 and alk. H2O2
42. In the following sequence of reactions, identify the product (D).
alk. KOH NaNH2

CH  CH ⎯⎯⎯→ (A) ⎯⎯⎯→ (B) ⎯⎯ ⎯⎯→ (C) ⎯⎯⎯⎯→ (D)
HBr HBr
(A) Ethanol (B) Ethyne
(C) Ethanal (D) Ethene
H3C CH2OH
43. The major product obtained in the acid catalysed dehydration of
would be H2SO4 is
CH3 CH3
CH3 CH2
(A) (B)
CH3 CH2
(C) (D)
44. Which of the following reagent is used for the aromatization of n−hexane?
(A) AlCl3 (B) Na in liquid NH3
(C) Cr2O3/Al2O3 with heat (D) Wilkinson’s catalyst

45. What is (B) in the following sequence of reactions?
O
Ph3P nC4H9−Li
CH3−C−CH2CH2CH2CH2Br (A) (B)
CH3 CH2
(A) (B)
O
(C) CH3−CH=CH−CH2CH2CH3 (D) CH3−C−CH2−CH2−CH2C4H9
46. Ph3SnH can be used to reduce
(A) CH3CH2CH2CH2Cl (B) CH3CH2−CH−Cl

CH3
CH3
(C) CH3−C−Cl (D) All of them
CH3
Br
47. When isobutane is brominated, the percentage of CH3−C−CH3 would be
CH3
approximately
(A) 0% (B) 83%
(C) 10% (D) 100%
48. Anti−Markownikoff’s addition of HBr is not observed in
(A) propene (B) 1−butene
(C)2−butene (D) 2−pentene
49. Of the following compounds, which one will have zero dipole moment?
(A) 1, 1−dichloroethylene (B) cis−1, 2−dichloroethylene
(C) trans−1, 2−dichloroethylene (D) none of these
50. 1−Chlorobutane on reaction with alcoholic potash gives
(A) 1−butene (B) 1−butanol
(C)2−butene (D) 2−butanol

Level-3
(More than one Option Correct Question)
1. Which of the following alkane(s) cannot be synthesized by the Wurtz reaction in

good yield?
(A) (CH3)2CHCH2CH(CH3)2 (B) (CH3)3CCH2CH2CH2CH3
(C) CH3CH2CH2CH3 (D) (CH3)2CHCH2CH2CH(CH3)2
2. Monochlorination of n−Pentane gives 1-chloropentane (A), 2−chloro-pentane (B)

and 3−chloropentane (C). The relative reactivity of 1° : 2° : 3° hydrogens towards
chlorination is 1 : 3.8 : 5. Which of the following statement(s) is/are true?
(A) Probability of formation of A is highest
(B) Percentage of A, B and C will be 20.83, 52.78 and 26.39 respectively.
(C) Rate of reaction decrease with the addition of radical scavengers.
(D) The order of stability of alkyl radicals formed as intermediates is

• • •
CH3 CHCH2CH2CH3  CH3CH2 CHCH2CH3 > CH2CH2CH2CH2CH3
3. A chemist carried out the following reactions to prepare 1, 2−dimethyl

cyclopropane (A). Which of them would give the desired product?
C
HB
rCH
3
Zn
dus
t
(A) C
H2
?
C
HB
r
CH C
HCO
OH 3
3
(B) CH3 − CH = CH − CH3 ⎯CH

⎯2⎯N2
→ ?
(C)CH3−CH−CH2−CH−CH3 Na
?
Ether
Br Br
(D) CH3 CH CH2 CH CH3 Electrolysis

?
− + − +
COO Na COO Na
4. Which of the following reagent(s) is/are used in the following chemical reaction?
O O
|| ||
CH3 − C  C − CH2 – CH3 ⎯
⎯→ CH3 − C − C − CH2CH3
(A) Reductive ozonolysis.
(B) 1% HgSO4, dil H2SO4.
(C) Cold aq. dilute alkaline KMnO4.
(D) Oxidative ozonolysis.

1. NaNH Na/ND
5. CH3 − C  CH ⎯⎯ ⎯⎯
2
→ (A) ⎯⎯ ⎯3⎯
⎯
(l )
→ (B) ⎯⎯ ⎯→ (C)
H2 /Pt
2. CH3Br
(A) (C) is meso−2,3−dideutero butane.
(B) (C) is rac−2,3−dideutero butane.
(C) (C) is d−2, 3−dideutero butane only.
(D) (B) is trans−2,3−dideutero but−2−ene only.
6. Three different alcohols (E), (F) and (G) are synthesised from the same alkene (P)
by using three different reagents (A), (B) and (C) respectively as shown below.
Identify the reagents.
(A)
CH2CH(OH)CH2D (E)
(B) OH
CH2CH=CH2 (F)
(P) CH2CH2D
(C)
CH2CHDCH2OH (G)
(A) (A) is D+/H2O;
(B) is 1. Hg(OAc)2, THF–H2O 2. NaBD4
(C) is 1. THF–B2D6 2. H2O2, OH–
(B) (A) is 1. Hg(OAc)2, THF–H2O ; 2. NaBD4
(B) is D+ / H2O
(C) is 1. THF–B2D6 ; 2. H2O2, OH–
(C) Products (E), (F) and (G) are formed via free radical, carbocation and cyclic
carbonium ion intermediate respectively.
(D) Products (E), (F) and (G) are formed via mercury-bridged carbocation,
carbocation and four-centre transition state respectively.

H+ 1. O3
7. H2C=CH–CH2–CH=CH2 (A) (B) + (C) + (D)
(R) 2. Zn/H2O
(A) (B), (C) and (D) are HCHO, CHO–CHO, CH3CHO.
(B) (A) is more stable than (R).
(C) Only two products C

H–
2CH
–
CH–
2CH
=
CH2
and C
H–
2CH
–
2CH
–
2CH
–
2CH
2
are
O
HOH H
O O
H
formed.
(D) Hydroxylation by OsO4/H2O2 followed by periodic acid cleavage serves as a

useful alternative to reductive ozonolysis.
8.
Ag2O, H 2O, 
N–CH2–CH3 (A) + (B)
CH3 CH3I
Ag2O, H 2O,  CH3I Ag2O, H 2O, 
(C) (D) (E) (F)
(A) (A), (D) and (F) are alkenes
(B) (A), (D) are alkenes but (F) is alcohol
(C) (A) is Hofmann product and (B) is saytzeff product
(D) (F) is Pent−1, 4−diene
9. When CH2=CH−Br is reacted with HBr then the product formed is A and when
CH2=CH−COOH is treated with HBr then the product formed is C. Hence here
CH2−CH2 Br
(A) A is (B) A is CH3−CH
Br Br Br
(C) C is CH3−CH−COOH (D) C is CH2−CH2−COOH

Br Br
10. Ethene can be synthesised by
(A) electrolysis of sodium succinate.
(B) dehydration of ethanol in presence of dil H2SO4 at room temperature.
(C) pyrolysis of ethylacetate.
(D) reaction of ethyl tosylate with alc. KOH.

11. Which of the following reagents can be used to reduce tertiary butyl bromide to
isobutene?
(A) LiAlH4 (B) NaBH4
(C)(n-C4H9)3SnH (D) Na/C2H5OH
12. Malonic acid is formed as the only product on oxidative ozonolysis of
(A) CH3–CH=CH–CH3 (B) CH3–CH2–CH=CH–CH2–CH3
(C) (D)HOOC–CH2–CH=CH−CH2−COOH
13. One mole of an unknown organic compound (A) when treated with excess of
CH3MgBr liberates three moles of CH4 gas. When reduced with HI and red
phosphorus, compound (A) gives n-butane. The possible structure(s) of (A)
is/are
OH
(A) HOCH2–CH–CCH (B) HOCH2–CH2–CH–COOH
OH
O
(C) HOCH2–CC–CH2OH (D) HOCH2–C–CH–CH2OH
OH
14. Which of the following carbide(s) on hydrolysis give(s) methane as one of the
products?
(A) beryllium carbide (B) boron carbide
(C) magnesium carbide (D) aluminium carbide

15. Which of the following compounds on reductive ozonolysis give (CH 3)2CO, CHO–
CO–CH3 and CH3CHO?
(A) (CH3)2C=CH–C=CH2 (B) CH3–CH=C–CH=C(CH3)2

CH3 CH3
CH2
(C) (CH3)2C=C–CH=CH–CH3 (D) CH3–CH=C–C–CH3
CH3 CH3
MATCH THE FOLLOWING
16. Match the reactions in column I with the type of reactions given in column II.
Column I (Reactions) Column II (Type of reactions)
I. Alkylation of Acetylide ion (A) Elimination bimolecular

reaction
II. Dehalogenation of vicinal dihalide with (B) Nucleophilic substitution

NaI/CH3COCH3 reaction
III. Alkoxy mercuration-Demercuration of

(C) Addition Reaction
alkene
IV. Ozonolysis of alkyne, followed by

(D) Oxidation Reaction
hydrolysis
17. Match the alkenes in column I with their enthalpy of hydrogenation in column II.
Column I (Alkenes) Column II (−H kJ mol−1)
C
H C
H
I. 3
CC 3 (A) 117
H H
C
H H
II. (B) 120
3
CC
H C
H3
C
H
C CH
3
III. (C) 116
C
H3
H
C
H3 H
IV. CC (D) 113
C
H3 CH
3

18. Match the compounds given in column (I) with the number of products formed on
their ozonolysis reactions given in column(II).
Column I Column II
(Compound) (Number of product(s) on
ozonolysis)
I. (A) One
Me
Me (B) Two
II.
III. (C) Three
IV. (D) Four
REASONING TYPE
Assertion & Reasoning:
Directions: Read the following questions and choose
(A) If both the statements are true and statement-2 is the correct explanation
of statement-1.
(B) If both the statements are true but statement-2 is not the correct
explanation of statement-1.
(C) If statement-1 is True and statement-2 is False.
(D) If statement-1 is False and statement-2 is True.
19. Statement 1: All alkynes react with Tollen’s reagent.
Statement 2: Terminal alkynes behave like an acid.
(A)(A) (B) (B) (C) (C) (D) (D)
20. Statement 1: 2−Pentyne on hydrogenation in presence of Lindlar’s catalyst gives

cis−2−Pentene.
Statement 2: Addition of hydrogen is a stereospecific reaction.
(A) (A) (B) (B) (C) (C) (D) (D)

21. Statement 1:Addition of HBr in presence of Polar medium to unsymmetrical
alkene is a regio selective reaction.
•
Statement 2: In the protonation of an alkene, the electrophile (Br ) adds to the less
substituted end of double bond.
(A) (A) (B) (B) (C) (C) (D) (D)
22. Statement 1: Monochlorination of isopentane gives four products in which

2−chloro−3−methylbutane is the major product.
Statement 2: The reactivity of 3°H, 2°H and 1°H of alkanes towards chlorination
varies as 3°H > 2°H > 1°H.
(A) (A) (B) (B) (C) (C) (D) (D)
23. Statement 1: The triphenylmethyl cation is so stable that some of its salt can be
stored for month.
Statement 2: Phenyl is a bulky group, creates steric hindrance to the attacking

reagent.
(A) (A) (B) (B) (C) (C) (D) (D)
Comprehension – 1 : (Question No. 24-26)
Homolytic bond fission of a covalent single bond gives rise to free radicals. Owing to
the presence of an odd electron, free radicals are highly reactive. They have planar to
pyramidal geometry depending upon the groups attached to the C−atom having odd
electron. Alkyl free radicals are stabilised by hyperconjugation whereas allyl and benzyl
free radicals are stabilised by resonance. They are formed as intermediates in the
reaction mixture either in the gaseous phase or in non−polar solvents. Addition of HBr
to alkenes in presence of peroxide, the substitution of allylic or benzylic hydrogen by ‘Cl’
at high temperature or by ‘Br’ in presence of NBS are examples of reactions involving
free radical intermediates.

Now answer the following questions :
24. 3,5−dimethylcyclopentene reacts with N−bromosuccinimide (NBS) in CCl4 in

presence of light or peroxide. Identify the product.
H
C
3 C
H3

h
+
NBS Expected Product
H
3C C
H3 H3C
CH3
(A) B
r (B)
Br
H3C CH3 H3C CH3 H3C

CH3
(C) Br and (D)
Br Br Br
25. Arrange the following free radicals in the decreasing order of their stability.
• • • •
CH2 = CH − C H2 ; (CH3 ) 3 C ; CH2 = C H ; C H3
• • • •
(A) (CH3 ) 3 C  CH2 = CH − C H2  CH2 = C H  C H3
• • • •
(B) (CH3 )3 C  CH2 = CH − CH2  CH3  CH2 = CH
• • • •
(C) CH2 = CH − CH2  (CH3 )3 C  CH3  CH2 = CH
• • • •
(D) CH2 = CH − C H2  (CH3 ) 3 C  CH2 = C H  C H3
26. Cyclopentane reacts with excess Cl2 at a high temperature to form dichloro
cyclopentane. How many products including stereoisomers will be formed?
(A) 7 (B) 6 (C) 5 (D) 3

ANSWERS
LEVEL-1
1. (B) 2. (D) 3. (B) 4. (B)
5. (B) 6. (D) 7. (B) 8. (D)
9. (C) 10. (B) 11. (B) 12. (D)
13. (A) 14. (D) 15. (A) 16. (A)
17. (B) 18. (C) 19. (C) 20. (C)
21. (A) 22. (B) 23. (B) 24. (D)
25. (B) 26. (A) 27. (D) 28. (A)

29. (D) 30. (A) 31. (A) 32. (D)
33. (A) 34. (B) 35. (B). 36. (B)
37. (A) 38. (D) 39. (A) 40. (C)
41. (A) 42. (A) 43. (C) 44.(C)
45. (A) 46. (B) 47. (C) 48. (A)
49. (B) 50. (D) 51. (C) 52. (C).
53. (D) 54. (B). 55.(A). 56. (A)
57. (A) 58. (B) 59.(C) 60. (A)
61. (D) 62. (B) 63. (C) 64. (B)
65. (A) 66. (D) 67. (B) 68.(B)
69. (C) 70. (A) 71. (D) 72. (B)
73. (C) 74. (B) 75. (A) 76. (A)
77. (B) 78. (D) 79. (C) 80. (B)
81. (C) 82. (A) 83. (A) 84. (D)
85. (A) 86. (B) 87. (B) 88. (A)
89. (A) 90. (C) 91.(C) 92. (B)

93. (C) 94. (A) 95. (B) 96. (C)
97. (A) 98. (A) 99. (C) 100. (B)

LEVEL-2
1. (D) 2. (C) 3. (C) 4. (B) 5. (B)
6. (B) 7. (C) 8. (B) 9. (B) 10. (C)
11. (B) 12. (B) 13. (B) 14. (C) 15. (C)
16. (A) 17. (A) 18. (D) 19. (C) 20. (B)
21. (B) 22. (C) 23. (D) 24. (B) 25. (C)
26. (A) 27. (A) 28. (D) 29. (A) 30. (B)
31. (D) 32. (C) 33. (C) 34. (B) 35. (A)
36. (B) 37. (B) 38. (B) 39. (D) 40. (C)
41. (D) 42. (B) 43. (C) 44. (C) 45. (A)
46. (D) 47. (D) 48. (C) 49. (C) 50. (A)

LEVEL-3
ONE OR MORE THAN ONE CHOICE CORRECT
1. (A,B) 2. (A,B,C,D) 3. (A,B,C,D) 4. (A,C) 5. (B,D)
6. (B,D) 7. (A,B) 8. (A,D) 9. (B,D) 10. (A,C,D)
11. (B,C,D) 12. (C,D) 13. (B,D) 14. (A,D) 15. (B,C)
MATCH THE FOLLOWING
16.(I) − (B) ; (II) − (A) ; (III) − (C) ; (IV) − (D)
17.(I) − (B) ; (II) − (C) ; (III) − (A) ; (IV) − (D)
18. (I) − (B) ; (II) − (C) ; (III) − (A) ; (IV) − (D)
REASONING TYPE
19. (D) 20. (B) 21. (C) 22. (B) 23. (C)
LINKED COMPREHENSION TYPE
24. (C) 25. (C) 26. (A)


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HYDROCARBONS Dexter Tutorials Sheet

➢ METHODS OF ALKANE PREPARATION

2. Which sodium salt will be heated with sodalime to obtain propane -

5. Which reagent is used for clemmensen reduction ?

(A) Na–Hg/HCl (B) Zn–Hg/HCl

WWW.DEXTERCHEM.IN HYDROCARBONS ADHYAY-2025

(A) Cope reduction (B) Dow reduction

(C) Wolf-kishner reduction (D) Clemmensen reduction

7. In the following reaction The product ‘X’ is

(A) C6H5CH2OH (B) C6H5CH3

(C) C6H5CH2CH2C6H5 (D) C6H5CH2OCH2C6H5

(C) does not change. (D) become neutral.

(C) 3° (D) both 1° and 2°

WWW.DEXTERCHEM.IN HYDROCARBONS ADHYAY-2025

15. (CH3)3C–MgCl on reaction with D2O produces

(A) (CH3)3CD (B) (CH3)3OD (C) (CD3)3CD (D) (CD3)3OD

(C) CH3COCH3 (D) CH3CO2CH3.

17. Which of the following reactions will not give propane?

(B) CH 3 COCl ⎯⎯H⎯O⎯→

18. Which gives CH 4 when treated with water?

(A) They are coloured and soluble in water

WWW.DEXTERCHEM.IN HYDROCARBONS ADHYAY-2025

22. When isobutane is monochlorinated in the presence of ultra−violet light, the

(C) sec−butyl chloride (D)tert−butyl chloride

24. Which of the following has highest octane number ?

(A) n-hexane (B) n-heptane

(C) n-pentane (D) 2, 2, 4-trimethyl pentane

25. Which of the following statements is not true for ethane?

27. Which of the following is not formed by the reaction of Cl 2 on CH 4 in sunlight?

WWW.DEXTERCHEM.IN HYDROCARBONS ADHYAY-2025

29. Cyclohexane, a hydrocarbon floats on water because

30. Natural gas contains mainly

➢ METHODS OF ALKENE PREPARATION

31. If we heat ethylidene chloride with Na/ether then products are -

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

(A) CH3 – C = CH2 (B) CH2=CH2

WWW.DEXTERCHEM.IN HYDROCARBONS ADHYAY-2025

(A) trans-4-octene (B) cis- 4- octene

(A) propane (B) propene

(C) propyne (D) propanol

36. Which of the following reaction is expected to give

(A) 3-Methyl-1-butene (B) Cyclopentene

(C) 2-Methyl-1-butene (D) 2-Methyl-2-butene

WWW.DEXTERCHEM.IN HYDROCARBONS ADHYAY-2025

CH3 C CH 2CH3 CH3

40. In the following reaction The major product is

(A) CH3 OH (B) CH3 OH

41. Identify Z in the sequence of reaction

HBr/H 2O2 C2H5ONa

(A) CH3 − (CH2 )3 −O−CH2 CH3 (B) (CH3)2 CH −O−CH2 CH3

WWW.DEXTERCHEM.IN HYDROCARBONS ADHYAY-2025

(A) (CH3)3 CCH = CH2 (B) (CH3)2 C = CHCH2 CH3

(A) Nitrogen (B) Carbon dioxide

(C) Oxygen (D) Chlorine

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

(A) C4 H10 (B) C2H4 (C) C3H6 (D) C2H2

47. Ethene reacts with HOCl to form -

(C) Ethylene chlorohydrin (D) None of these

WWW.DEXTERCHEM.IN HYDROCARBONS ADHYAY-2025

(A) CH2–CH2 (B) H – C – H