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SN. Topic Page No.

1. Hydrocarbons 03 to 44
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 Unacademy Plus MKA Sir-IITian Explains
EXERCISE-01
1. Which of the following compounds can be best prepared by Wutrz-reaction?
(1) Iso-butane
(2) n-butane
(3) n-pentane
(4) Iso-pentane
2. A hydrocarbon A (V.D. = 36) forms only one monochloro substitution product. A will be
(1) iso-pentane
(2) neo-pentane
(3) cyclohexane
(4) methyl-cyclohexane
3. Number of chiral centers generated during monochlorination in the above reaction

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

4. CH3Cl  CH4
Above conversion can be achieved by
(1) Zn/H+
(2) LiAlH4
(3) Ag/H2O (ether) then H2O
(4) all of these
5. How many bond cleavages are required to convert cubane into non-cyclic skeleton?

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

6. Arrange the following compounds in decreasing order of their heats of combustion

(1) (iii) > (ii) > (i) (2) (ii) > (i) > (iii)
(3) (iii) > (i) > (ii) (4) (i) > (ii) > (iii)

7.

Double bond equivalent (degree of Unsaturation) of (A) is:

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

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 Unacademy Plus MKA Sir-IITian Explains

8.

Which of the following compounds will not be obtained as a product in the above reaction?

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

9. CH3 – CH2–CH2–CH2–F
a b c d
Arrange the hydrogens a, b, c, d, in decreasing order of their reactivites towards chlorination.
(1) a > b > c > d (2) b > c > d > a
(3) b > c > a > d (4) c > b > a > d

10.

Above reaction is an example of

(1) isomerization (2) polymerization
(3) cracking (4) de-hydrogenation

11.

What is the value of x in the above reaction?

(1) 1 (2) 2 (3) 3 (4) 4
12. An alkane (mol. wt = 86) on bromination give only two monobromo derivatives (excluding stereoisomers). The alkane
is

(1) (2)

(3) (4)

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 Unacademy Plus MKA Sir-IITian Explains
13. On catalytic reduction (H2/Pt) how many alkenes will give n-butane?
(1) 1 (2) 2 (3) 3 (4) 4

14.

In the above reaction, product (B) is

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

15. Product (A) of above reaction is

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

16. Which of the following reactants is suitable for preparation of methane and ethane by using one step only?
(1) H2C = CH2 (2) CH3OH
(3) CH3 – Br (4) CH3 – CH2 – OH
17. How many carbon atoms does an alkane (not a cycloalkane) need before it is capable to exist in enantiomeric form?
(1) 4 (2) 5
(3) 6 (4) 7
18. Among the following free radical brominatin reactions, select those in which 2 o halide in the major product

(P) (Q) (R)

(S) (T) (U)

(1) P, Q, R, S (2) P, R, U
(3) P, R, S, T (4) P, Q, R, S, T
19. (A) + Cl2  
 monochloro product
hv

To maximize the yield of monochloro product in the above reaction?

(1) Cl2 must be added in excess
(2) Reactant (A) must be added in excess
(3) Reaction must be carried out in dark
(4) Reaction must be carried out with equimolar mixture of Cl2 and A
20. Select the chain propogation steps in the free-radical chlorination of methane
(a) Cl2  2Cl (b) Cl + CH4  CH3Cl + H (c) Cl + CH4  CH3 + HCl (d) H + Cl2  HCl + Cl
(e) CH3 + Cl2  CH3Cl + Cl
(1) b, c, e (2) a, c, e (3) c, e (4) b, c, d

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 Unacademy Plus MKA Sir-IITian Explains

21. Monobromo derivatives

The number of possible monobromo products is (excluding stereoisomers)

(1) 4 (2) 5
(3) 8 (4) 10
22. Products obtained in the given reactions are shown below.

The number of possible products for x and y are

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

23.

Br will abstract which of the hydrogen most readily.

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

24.

Product of the above reaction is

(1) Meso compound
(2) Racemic mixture
(3) Diastereomers
(4) Optically active

25.

Correct statement about the above reaction is

(1) A is (CH3–CH2)2CuLi (2)

(3) Above reaction is Corey-House synthesis (4) All the correct

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 Unacademy Plus MKA Sir-IITian Explains
26. How many distinct monoclorinated products, (inlcuding stereoisomers) may be obtained when the alkane shown bleow
is heated in the presence of Cl2?

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

27.

X radical would be:

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

Mono Chlorination
28. (CH3)2CH – CCl2 – CH (CH3)2    [X] (major), [X] is:
(1) (2) (CH3)2CCl – CCl2 – CH(CH3)2

(3) Both (1) & (2) is equal amount (4) (CH3)2CCl – CCl2 – CCl(CH3)2

29. A may be:

(1) NCS (2) Cl2/hv (3) Both (1) and (2) (4) None
30. You have following four compounds.

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

The compounds which will give two products on mono chlorination by Cl2/hv
(1) II & IV (2) II & III (3) I & II (4) I, II & III

31. Rate of abstraction of these numbered hydrogen’s will follow the order

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

32. CH3 – CH2 – CH = CH2 [X], [X] may be:

(1) (2) CH3 – CH = CH – CH2Br (3) (4) (1) & (2)

33. A hydrocarbon C8H18 gives only one mono chloro derivative with Cl2/hv. Hydrocarbon is:

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

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 Unacademy Plus MKA Sir-IITian Explains
34. C10H20 one mono chloro derivative, (A) So A will be:

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

35. Iodination of alkane can be carried out by-

(1) I2 / hv (2) I2 / in CCl4 (3) I2 / HIO3 / hv (4) I2 / AlCl3
36. Consider the following

Free readical

Identify the major free radical.

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

37. Which is correct statement?

(1) Chlorination of alkane is a selective reaction because chlorine free radical is highly reactive
(2) Chlorination of alkane is a selective reaction because chlorine free radical is less reactive
(3) Bromination of alkane is a selective reaction because bromine free radical is highly reactive
(4) Bromination of at is a selective reaction because bromine free radical is less reactive
Comprehension (Qus. 38 to 42)
Halogenation is substitution reaction, where halogen replaces one or more hydrogens of hydrocarbon.

Chlorine free radical make 1o, 2o, 3o radicals with almost equal ease, where as bromine free radicals have a clear
preference for the formation of tertriary free radicals. So, Bromine is less reactive, and more selective whereas chlorine
is less selective and more reactive.
The reactive rate of abstraction of hydrogen by Br  is
3o > 2o > 1o
(1600) (82) (1)
The relative rate of abstraction of hydrogen by Cl is:
3o > 2o > 1o
(5) (3.8) (1)
38. 1-halo-2, 3-dimethyl butane will be obtained in better yields, if halogen is
(1) Br2 (2) Cl2 (3) I2 (4) Can't be predicted

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 Unacademy Plus MKA Sir-IITian Explains

39.

Above product will obtained in better yield if X is

(1) Cl2 (2) I2 (3) Br2 (4) Can't be predicted

40.
Major product in the above reaction is

(1) (2)

(3) CH3–CH2–CH2–Cl (4)

41. Which of the following will give five monochloro products, when allowed to react with Cl 2 in presence of sunlight
(excluding stereoisomers) -
(1) n - pentane (2) Iso - pentane (3) 2 - methyl - pentane (4) 3 - methyl - pentane
42. What would be the product ratio x/y in the chlorination of propane if all the hydrogen were abstracted at equal rate?

(1) 1/3 (2) 3/1 (3) 9/1 (4) 1/9

43. Propane can be best prepared by the reaction–

Et2O H O
2 
(1) CH3CH2I + CH3I + Na    (2) CH3CH2COONa + CH3COONa  
Electrolysis
Et2O
(3) CH3CH2Br + (CH3)2 CuLi    (4) None of the above
44. Which of the following carboxylic acids undergoes decarboxylation most easily on heating–

O
||
(1) CH3CH2COOH (2) CH3  C  COOH (3) (4)

45. Which of the following alkyl bromide may by used for the synthesis of 2, 3–dimethyl butane by Wurtz reaction–

(1) (2)

(3) Isobutyl bromide (4) s–butyl bromide

46. Which of the following methods of alkane synthesis involves the electrochemical oxidation of alkanoate ion–
(1) Kolbe’s method (2) Wurtz method
(3) Frankland methol (4) Corey–House method

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 Unacademy Plus MKA Sir-IITian Explains
47. Photochemical fluorination is explosive while iodination is too slow to occur. The reason for this is–
(1) bond dissociation energy of I2 is minimum
(2) formation fo CH3—F is most exothermic
(3) formation of H—F is most exothermic while formation of HI is endothermic
(4) F2 has lower bond dissociation energy than Cl2 and Br2
48. An alkane cannot be chlorinated by using which of the following reagents–
(1) Cl2/hv (2) HCl
(3) SO2Cl2 (4) t–Bu—O—Cl
49. The number of possible enantiomeric pairs that can be produced during monochlorination of 2–methyl butane is–
(1) 3 (2) 4
(3) 2 (4) 1

Fractional
50. Pruducts   Fractions,
Distillation

No. of products and no. of fractions are respectively–

(1) 6, 5 (2) 6, 4 (3) 5, 4 (4) 6, 3
51. The relative reactivity of 1°, 2° and 3° hydrogen in chlorination reaction has been found to be 1 : 3.8 : 5. In the reaction

The ratio of the amount of the product (A), (B), (C) and (D) is expected to be–
(1) 1 : 3.8 : 5 : 1 (2) 3 : 7.6 :5 : 6
(3) 3 : 7.6 : 5 : 3 (4) 1 : 7.6:5 : 1
52. Which of the following carboxylic acids is difficult to decarboxylate–

(1) (2)

(3) (4)

53.

The end products of the reactions are–

(1) and

(2)

(3) and H2O

(4) and

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 Unacademy Plus MKA Sir-IITian Explains

54. Major product:

(1) (2)

(3) (4)

55. Following steps are involved in halogenations of alkanes.

X2 2X
. ...................................(1)
.
X + RH
.
R + HX ...................................(2)
.
R+X
.
RX + X ...................................(3)
2
Which is rate determining step?
(1) 1 (2) 2 (3) 3 (4) None
56. How many distinct monochlorinated products, (including stereoisomers) may be obtained when the alkane shown below
is heated in the presence of Cl2?

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

57. CH3–CH2–CH2–CH3   Br2 / hv

Major product in the above reaction is
(1) Racemic mixture (2) Meso (3) Diastereomers (4) Constitutional isomers

58. Which of the following alkanes will give single product on methylene insertion?
(A) CH3–CH3 (B) CH3–CH2–CH3 (C) (CH3)4C (D) CH3CH2C(CH3)2CH2CH3
(E) (CH3)2CHCH(CH3)2
(1) A, B, D (2) A, C, D (3) A, C (4) B, D, E

59. (no ring substitution) Product (A) is

(1) Ph—CH2—Cl (2) Ph—CH2—Br

(3) Ph—CH2—CCl3 (4) Ph—CH2—CBrCl2

60. ; Product (B) of in this reaction is:

(1) CH3—CH3 (2) H2C=CH2 (3) H—CC—H (4) CH2=CH—CH=CH2

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 Unacademy Plus MKA Sir-IITian Explains
61. ; Product (A) of above reaction is:

(1) (2) H2C=CH–CH2–Br

(3) (4) Br–CH2–CH2–CH2–Br

62. Which of following will give a mixture of cis and trans - 1, 4 - dimethyl cyclohexane, when undergo catalytic hydrogenation?

(1) (2)

(3) (4) both (1) & (2)

63. Rate of reaction towards reduction using (H2/Pt) -

(1) a > b (2) a = b

(3) b > a (4) Reduction of given molecule is not possible
64. Optically active isomer (A) of (C5H9Cl) on treatement with one mole of H2 gives an optically inactive compound (B)
compound (A) will be-
(1)

(2)

(3)

(4)

CH3  CH  CO2K electrolysis

65. |  ( A )(Major )
CH3  CH  CO2K
Major product (A) of the above reaction -
(1) (2) (3) (4)

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 Unacademy Plus MKA Sir-IITian Explains

66.

Which ( - bond) will reduce first, when above compound undergoes catalytic hydrogenation -
(1) a (2) b (3) c (4) d

67.

Bromination take place at -

(1) a (2) b (3) c (4) d
68. Which alkyne will give 3-ethylhexane on catalytic hydrogenation?

(1) (2)

(3) (4) All of these

69. Which of the following alkyne on treatment with H 2(2 mole)/ Pt gives an optically inacitve compound?
(1) 3-Methyl-1-pentyne (2) 4-Methyl-1-hexyne
(3) 3-Methyl-1-heptyne (4) None of the above
70. The reaction in which optically inactive product forms is:
(1) Cis-but-2 ene + NH2–NH2 (2) Trans-but-2-ene + Br2 in CCl4

(3) (4)âÖèâãUè

71. The compound with highest heat of hydrogenation is:

(1) Me2C = CH2 (2) cis–2–butene (3) Trans–2–butene (4) 1, 3–Butadiene

Answer Sheet
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20
Ans. 2 2 2 4 4 4 3 4 3 1 3 3 3 2 2 3 4 2 2 3
Qus. 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40
Ans. 2 3 1 1 4 4 4 1 3 3 4 4 3 3 3 4 4 2 3 1
Qus. 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60
Ans. 3 2 3 3 2 1 3 2 3 1 2 3 4 2 2 1 1 3 2 3
Qus. 61 62 63 64 65 66 67 68 69 70 71
Ans. 2 4 1 4 3 4 1 4 1 4 4

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Exercise-02
1. is :

(1) (2)

(3) (4)

2. Give the reagent that would best accomplish the following reaction.
(1) HBr, NaOH

(2) HBr, R—O—O—R, hv; Me 3 C O K 
(3) BH3.THF, NaOH — H2O2
(4) Br2, NaOH
3. Give the major product of following reaction–

major product–
–

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

4. major product–
–

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

5. Reactant (A) can be

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

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6. Which of the following bromides is the major product of the reaction shown below, assuming that there are no carbocation
rearrangement?

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

7. Which of the following, when undergoing addition of HBr, will form ONLY a pair of diastereomers?

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

8. Product of which of the following reactions, is racemic mixture?

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

9. Predict the product of the following reaction

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

10. Addition of HCl to 3,3-dimethyl-1-butene yields two products, one of which has a rearranged carbon skeleton. Among
the following carbocations, select the possible intermediates in that reaction?

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

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

(5) b, d
11. Bromination of (E)-2-butenedioic acid gives
(1) (2R, 3S)-2, 3-dibromosuccinic acid
(2) (2R, 3R)-2, 3-dibromosuccinic acid
(3) a mixture of (2R, 3R) and (2S, 3S)-2, 3-dibromosuccinic acid
(4) (2S, 3S)-2, 3-dibromosuccinic acid

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12.

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

13. Which of the following compound would yield trialkylborane shown below when treated with BH 3/THF?

(1) 2-methylbut-1-ene (2) 2-methylbut-2-ene (3) 3-methylbut-1-ene (4) 3-methylbut-1-yne

14. The principal organic product formed in the reaction given below is:

(1) CH3–CHBr(CH2)8COOH (2) CH2=CH(CH2)8COBr

(3) CH2BrCH2(CH2)8COOH (4) CH2=CH(CH2)7 CHBrCOOH

15.

Which of the following statement is correct about A and B -

(1) A and B are mixture of diastereomers
(2) A and B are mixture of enantiomers
(3) A and B are optically active
(4) B is optically active and A is optically inactive

16.

Suitable reagent for above transformation is -

O
||
(1) CrO3 (2) CH3  C  O  O  H (3) KMnO4 (4) PCC
17. Which of following compound give diastereomers when treated with Br 2 in CCl4 -

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

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 Unacademy Plus MKA Sir-IITian Explains
18. How many moles of BH3 are needed to react completely with 2 mole of 1 - pentene in hydroboration - oxidation reaction
(1) 2 mole (2) 3 mole
(3) 2/3 mole (4) 3 / 2 mole
19. The reaction least likely to occur is
(1) CH3 – CH = CH2 + HOCl CH3  CH  CH2 Cl
|
OH (Major)
(2) CH3 – CH = CH2 + HCl CH3CHClCH3
(Major)

(3) CH3 – CH = CH2 + I2

(4) CH3 – CH = CH2 + H3O(+)

20. Major product of the reaction is:

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

21. Consider the following compounds.

(I) Ph2C = CH2 (II) (CH3)2C = CH2 (III) Ph2C = CHCF3
Correct order of rate of electrophilic addition reaction is:
(1) I > II > III (2) III > II > I
(3) I > III > II (4) III > I > II

22. [A] Major, [A] will be:

(1) (2)

(3) (4)

23. [A], [A] will be:

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

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24.

Which statement is correct about A & X?

(1) On dehydration A gives alkene (major product) which can show stereoisomerism
(2) A is optically active alcohol and contains 2-chiral carbon atoms.
(3) On reduction by H2/Ni compound X gives optically active hydrocarbon with one chiral carbon atom
(4) A is optically inactive alcohol.

25. =CH – CH3 + HBr [A], [A] may be:

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

26. (O2N)2 C = CH – CH3 [A]

Which statement is not correct about [A]
(1) HBr will add on it according to Markonikoff rule
(2) Addition of HBr on [A] will give antimarkonikoff product
(3) It will favour nucleophilic addition
(4) Both (2) & (3)

27. [A], [A] is:

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

28. A & B respectively are:

(1) (2)

(3) (4)

29. [X], [X] will be:

(1) (2)

(3) (4)

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30. When 2 – iodo – 1 – phenyl propene is subjected to addition reaction with HI in dark, an organic compound [X] is formed
[X] is:
(1) 1, 2 – Di iodo – 1 – phenyl propane (2) 2, 2 – Di iodo – 1 – phenyl propane
(3) 1 – phenyl propene (4) Both (1) & (2)

31.

Here double bonds are numbered as 1, 2 & 3. The correct order of these double bonds towards eletrophilic attack is:
(1) 1 > 2 > 3 (2) 3 > 2 > 1 (3) 1 > 3 > 2 (4) 3 > 1 > 2

H(  )
32. CH2 = CH2 + H2O   CH3CH2OH
For this reaction rate law is:
(1) Rate = k [CH2 = CH2] [H+] (2) Rate = k [CH2 = CH2] [H2O] [H+]
(3) Rate = k [CH2 = CH2] (4) Rate = k [CH2 = CH2] [H2O]
33. The intermediate of the reaction:
Phenyl ethylene + ICl Product is:

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

34. Correct order of reactivity of the following halogens and interhalogens towards electrophilic addition to C = C is:
(1) BrCl > Br2 > IBr > I2 (2) Br2 > I2 > BrCl > IBr
(3) BrCl > IBr > Br2 > I2 (4) IBr > Br2 > Br4 > I2
35. When Cis-but-2-ene is treated with Br2 in carbon tetra chloride medium the product formed will be:
(1) (2 R, 3 S) di bromo butane
(2) (2 R, 3 R) di bromo butane
(3) (2 S, 3 S) di bromo butane
(4) Mixture of (2 R, 3 R) & (2 S, 3 S) di bromo butane

36. Product is

(1) (2)

(3) (4)

37. The reaction of propene with H3O+ will proceed with which of the following intermediates?

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

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38. Methyl vinyl ether, H2C=CH–OCH3, reacts with Br2/CH3OH. If methanol is reacting as water would, and if this reaction
follows a typical mechanism of electrophilic addition, what would be the expected product?

3
(1) (2)

(3) (4)

39. Product (A) is

(1) (2)

(3) (4)

40. The major product of the following reaction is

Benzoyl proxide
CH3—CH==CH2 + HBr  

(1) CH3–CH2–CH2–Br (2) CH3CH(Br) – CH3 (3) BrCH2–CH=CH2 (4)

41. Taking into account the stability of various cycloalkanes and carbocations, as well as the rules governing mechanism of
carbocation rearrangements, what is the most likely product of this reaction?

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

42. Which of the species shown below is the most stable form of the intermediate in the electrophilic addition of Cl 2 in water
to cyclohexene to form a halohydrin?

(1) (2)

(3) (4)

43. The reaction, (CH3)2C=CH2+Br (CH3)2C –CH2Br is an example of a/an _________ step in a radical chain reaction.
(1) initiation (2) termination (3) propagation (4) heterolytic cleavage

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44.

The correct statements with respect to the above pair of reactions are that -
(I) the reactions are stereospecific
(II) (X) is erythro and (Y) is threoisomer
(III) (X) is threo and (Y) is erythro isomer
(IV) each of (P) and (Q) gives a mixture of (X) and (Y)
(1) I and II (2) I and III
(3) I and IV (4) II and IV
(1) THF:BD 3
45. CH3 – CH = CH2 (
2 )CH COOT
 (A) ; Product A of the above reaction is -
3

(1) CH3 – CHD – CH2D (2) CH3 – CHT – CH2T

(3) CH3 – CHD – CH2T (4) CH3 – CHT – CH2D
46. Rank the following in the increasing order of rate of reaction with HBr -

(1) R > P > Q (2) R > Q > P (3) P > R > S (4) P > S > R
47. Select the reaction (s) that would result in the formation of 2 - bromopropane -
peroxide
(I) CH3 CH  CH2  HBr   
CCl4
(II) CH3 CH  CH2  HBr   
hv
(III) CH3 CH2CH3  Br2  

CCl4
(IV) CH3 CH  CH2  Br2   
(1) I and III (2) II and III (3) I, II and III (4) I, II and III
48. The major product of the reaction given below is -

(i) (ii) (iii)

(iv) (v) (vi)

(1) (i) and (ii) (2) (iii) and (iv)

(3) (v) and (vi) (4) none of these

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 Unacademy Plus MKA Sir-IITian Explains
CH3
|
49. Hg( OAc )2 / EtOH
CH3  C  CH  CH3   ( A )
( 90%)

Product (A) of the above reaction is -

(1)

(2)

(3)

(4)

50. Decreasing order of rate of reaction of molecules towards electrophilic addition reaction is -

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

51. What is stereochemistry of product -

(1) Racemic mixture (2) Optically inactive (3) Diastereomers (4) Meso product

52.

Addition of a mineral acid to an olefin bond leads to major product, Idetify it -

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

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 Unacademy Plus MKA Sir-IITian Explains
Comprehension (Qus. 53 to 55)
Vladimir Markovnikov rule:
Alkenes undergo electrophilic addition reactions. It is triggered by the acid acting as a electrophile toward -electrons of
the double bond.
Markovnikov's rule states that when an unsymmetrically substituted alkene reacts with a hydrogen halide, the hydrogen
atom adds to the carbon that has the greater number of hydrogen, e.g.,

Mechanism :

Step - 1

Step - 2

53. Which of the following is most reactive toward Markonikov addition.

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

54. In which of following reactions carbocation rearrangement is posible?

(1) (CH3)2 CH – CH = CH2 (2) (CH3)3C – CH = CH2

(3) ph – CH2 – CH = CH2 (4) All of these

55. Identify the major products r1, r2 and r3 in the given reactions.

(1) (2)

(3) in all the reactions (4) in all the reactions

Answer Sheet
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20
Ans. 2 2 3 1 4 4 3 2 4 5 1 2 1 3 1 2 4 3 3 2
Qus. 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40
Ans. 3 3 2 3 2 4 3 4 2 3 3 1 3 1 4 3 3 2 3 1
Qus. 41 42 43 44 45 46 47 48 49 50 51 52 53 54 55
Ans. 2 4 3 1 3 1 2 3 2 3 3 2 2 4 2

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 Unacademy Plus MKA Sir-IITian Explains
Exercise-03

1.

A and B respectively are :

(1) Both (2)

(3) (4)

2. Give the reagent that would best accomplish the following reaction:
(1) Cold KMnO4
(2)
(3)
(4)

3.

Above compound can be obtained by reaction:

(1) (2)

(3) both (1) and (2) (4) none

4.

Select the suitable reagent for above conversion

(1) CH2N2/ (2) CBr4/RLi
(3) H2C = CH2 (4) t-BuOK

5. Which of the following products cannot be obtained in ozonolysis of o-xylene?

(1) (2)

(3) (4)

6. 2, 4-hexadiyne (C6H6) is allowed to react with Li in NH3(liq). The product obtained is treated with 1 equivalent of Cl 2 in
CCl4. Which of the following constitutional isomers are possible products?

(1) I and II (2) II and III (3) I and V (4) I and III

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 Unacademy Plus MKA Sir-IITian Explains
7. Consider the following sequence of reactions The final product (Y) is

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

8. Major product of the given reaction is:

Product

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

9. Isobutene, in the presence of H2SO4, forms a mixture of two isomeric alkene (C 8H16). The major alkene is:

(1) (2)

(3) (4)

10.

MMPP  Magnesium mono peroxy phthalate. Product (X) is:

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

11. ; Product (A) is:

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

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 Unacademy Plus MKA Sir-IITian Explains

12. , End-product of this reaction is

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

13. What is/are the major product(s) of the following reaction sequence?

(1) I and III (2) I, II, III, IV, V (3) I and II (4) III and IV
14. Which one of the following compounds gives acetone (CH 3)2C=O as one of the products of its ozonolysis?

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

15. Trans-cyclohexane-1, 2-diol can be obtained by the reaction of cyclohexene with

(1) KMnO4 (2) OsO4 (3) peroxy formic acid/H3O+ (4) SeO2
16. The major product formed in the following reaction is

(1) (2)

(3) 50:50 mixture of above two compounds(d) (4)

17. The major product formed during the reaction of 1-methyl cyclopentene with CH 3CO3H is

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

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 Unacademy Plus MKA Sir-IITian Explains
18. What is the major product expected from the following reaction?

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

19. ; Reagent (A) in the above reaction

(1) O3/Zn(H2O) (2) HIO4

(3) CrO3 (4) Cold dil. KMnO4
20. Which compound is a possbile product from addition Br 2 to 1-butene?

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

21. Which of the following compound was the starting material for the oxidation shown below?

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

22. A triene is treated with ozone followed by zinc in acetic acid to give the following three products. What is the structure
of the triene?

Products =

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

23. When 2-butyne is treated with Pd-BaSO4; the product formed will be
(1) cis-2-butene (2) trans-2-butene (3) 1-butene (4) 2-hydroxy butane
24. In the reaction, , X is:

(1) HNO3 (2) O2 (3) O3 (4) KMnO4

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 Unacademy Plus MKA Sir-IITian Explains
25. Which of the following best describes the flow of electrons in the acid - catalyzed dimeization of (CH 3)2C = CH2 -

(1) (2)

(3) (4)

26. Product A of the above reaction is -

O
||
(1) R  C  R (2) R' – CHO (3) R – CO2H (4) Both (1) and (2)

27. Product; Product is - MCPBA Metachloroperbenzoic acid

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

28. Above conversion can be achieved by -

(1) O3/H2O2, CH2N2, Zn (dust) (2) CH2N2, Zn(dust), O3/H2O2

(3) Zn (dust) , O3/H2O2, CH2N2 (4) Zn(dust), O3/H2O2, CH2N2
29. An organic compound C4H6 on ozonolysis give HCHO, CO2, CH3CHO. Compound will be-

(1) H2C = CH – CH = CH2 (2) CH3 – CH = C = CH2 (3) CH3 – C C – CH3 (4)

30. major product of this reaction is -

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

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 Unacademy Plus MKA Sir-IITian Explains
31. Choose the correct product of the following reactions -

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

32.

Reagent (A) and (B) in above reaction are -

(1) A = RCO3H B = H2O2 (2) A = RCO3H B = HIO4 (3) A = RCO3H B = O3 (4) A = O3 B = RCO3H
33. cis - 3- hexene   meso 3, 4 - hexanediol
(a)

trans - 3- hexene   meso 3, 4- hexanediol.

(b )

Choose pair of reagent (a, b) for above conversions -

(1) Cold KMnO4, OsO4 (2) Cold KMnO4, RCO3 H/H3 O 
(3) RCO3 H/H3 O  , cold KMnO4 (4) None of these

34. Product of the reaction is -

(1) Meso compound (2) Enantiomeric pair (3) Diastereomers (4) Optically pure enantiomer

35.

(MCPBA) meta - chloro per benzoic acid)

Stereochemistry of the product of above reaction is -
(1) Meso (2) Racemic
(3) Diasteremers (4) Optically inactive due to absence of chiral centre
* *
36. CH2 = CH – CH = CH2 [A] C = C14 If 1 mol of [A] is treated with 1 mol HBr in dark then expected products will be:

(1) (2)
* *
(3) BrCH2 CH = CH – CH3 & Br CH2 CH = CH – CH3 (4) All of these

37. End product of the following reaction is:

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

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 Unacademy Plus MKA Sir-IITian Explains
38. Taking into account the stability of various carbocations and, as well as the rules governing mechanisms of carbocation
rearrangements, which reaction is most likely to occur during the given reaction?

(1)

(2)

(3)

(4) None
39. Which reaction proceeds as shown indicate major product -

(1)

(2)

(3)

(4)

Answer Sheet
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20
Ans. 2 2 3 1 4 4 3 3 2 2 2 2 1 4 3 1 3 2 1 4
Qus. 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39
Ans. 2 4 1 3 1 4 2 2 2 2 3 3 2 2 2 4 2 4 3

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 Unacademy Plus MKA Sir-IITian Explains
Exercise-04

1. Product:

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

2.

The correct order of reactivity of I, II & III towards addition reaction is

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

3. Product (C) is

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

4. (A) (B) (C), Product (C) is

(1) Ph – C CNa (2) Ph – CH2 – C CH (3) Ph – C C — CH3 (4) Ph – CH = C CH2

5.

Product (C) is

(1) (2)

(3) (4)

6.

Product (C) is
(1) 1,3 - hexadiene (2) 1, 4 - pentadiene (3) 1,3 - butadiene (4) 1,3 - heptadiene

7.

To achieve above coversion , the reagent used will be -

(1) O3 / H2O2, HO–/ (2) HBr, alc. KOH, O3, LiAlH4, H+/
(3) HBr, t - BuOk, O3, KMnO4,  (4) HCl, KMnO4 (cold) , H+/

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 Unacademy Plus MKA Sir-IITian Explains

8.

End product formed in the above reaction is -

(1) Optically active (2) Racemic (3) Meso (4) Diastereomer
9. In which of the following reactions 1, 3 - butadiene will be obtained as a major product -
( CH )COK (2mole )
(1) Br  CH2  CH2  CH2  CH2  Br   
3 Conc.H2SO 4
( CH ) COH
(2) HO  CH2  CH2  CH2  CH2  OH   
3 3

H (1mole )
(3) H2C  CH  C  CH   
2

Ni B
(4) All of these
2

10. Major product of the reaction is-

(1) (2)

(3) (4)

Br Br
11. | |
Zn ( dust )
CH2  CH  CH  CH2   ( A )
Above reaction is an example of 1, 4 - elimination. Predict the product -
(1) CH3 – CH = C = CH2 (2) CH3 – C  C – CH3 (3) CH3 – CH2 – C CH (4) H2C = CH – CH = CH2

12. Which of the following reactions do not represent the major product of given Birch reductions?

(i) (ii)

(iii) (iv)

(v) (vi)

(vii) 2-butyne cis-2-butene

(1) (i), (iii), (vi) (2) (iv), (vi), (vii) (3) (iv), (v), (vi) (4) (i), (ii), (v), (vii)

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 Unacademy Plus MKA Sir-IITian Explains

Ph P  CH CH2N2
13.  
3

2
    (x); Product (x) is:

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

14.

End product of the reaction is:

(1) (2)

(3) (4)

15. ; This conversion can be acheived by:

(1) NaNH2, CH3CHO (2) NaNH2, CH3 – CH2 – CH2 – Br

(3) KOH, CH3 – CH2 – Br (4) KOH,

16. Reactant P gives products Q or R.

The possible reagents are

(I) 2Na/liq. NH3 (II) H2/Pd/CaCO3 (quinoline) (III) 2H2/Pd/C
The correct statement with respect to the above conversion is/are:
(1) Q is obtained on treatment with reagent (I) (2) R and Q are obtained on treatment with reagent (II)
(3) R is obtained on treatment with reagent (I) (4) R is obtained on treatment with reagent (II)
17. (B) ; Product (B) is :

(1) (2) (3) (4) Br – (CH2) – CH = CH2

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 Unacademy Plus MKA Sir-IITian Explains
18. Which combination is best for preparation of the compound (A) shown below?

(1) (2)

(3) (4)

19. Which reaction yields the major product shown?

(1) (2)

(3) (4)

20. (B); Product (B) is:

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

21. Which of the following statements best explain the greater acidity of terminal alkynes (RC  CH) compared with mono-
substituted alkenes (RCH = CH2)?
(1) The sp-hybridized carbon atoms of the alkynes are less electronegative than the sp 2 carbons of the alkene.
(2) The two  bonds of the alkyne are better able to stabilize the negative charge of the anion by resonance.
(3) The sp-hybridized carbons of the alkyne are more electronegative than the sp 2 carbon of the alkene.
(4) The question is incorrect - alkenes are more acidic than alkynes.
22. (B), Product (B) of the reaction is

(1) Toluene (2) Ethyl-benzene (3) Benzene (4) Butyne

23. What is the final product, C, of the following reaction sequence?

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

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 Unacademy Plus MKA Sir-IITian Explains
24.

Compound (X) will be:

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

(3) CH – CH2 – C  CH (4) C = CH – C  CH

25. Choose the sequence of steps that describes the best synthesis of 1-butene from ethanol:
(1) (1) NaC  CH ; (2) H2 Lindlar Pd (2) (1) NaC  CH ; (2) Na, NH3
(3) (1) HBr, heat ; (2) NaC  CH ; (3) H2 Lindlar Pd
(4) (1) HBr, heat ; (2) KOC(CH3)3 , DMSO ; (3) NaC  CH ; (4) H2, Lindlar catalyst
26. Which alkyne yields butanoic acid (CH3CH2CH2CO2H) as the only organic product on treatment with ozone followed by
the hydrolysis?
(1) 1-Butyne (2) 4-Octyne (3) 1-Pentyne (4) 2-Hexyne
27. Acetylene

This reaction can be performed by:

(1) CH2 = C = O / hv (2) CH2N2 / hv (3) CH2I2 / Zn (Cu) (4) All of these
28. What is the product of 1, 4 - addition in the reaction shown below -

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

29. Reagents
A. HCl B. Br2 C. Hg(OAc)2 in H2O D. B2H6(BH3) in ether
E. H2O2 F. KMnO4 in H2O G. HOBr H. NaBH4
In each reagent box write a letter dsignating the best reagent and condition selected from the above list of reagents.
Reactant Reagent Product

(i)

(ii)

(iii)

(iv)

(v)

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 Unacademy Plus MKA Sir-IITian Explains
30. Match the column (I) and (II) (Matrix)
Column-I Column-II

(a) (p) Reacts with Lindlar catalyst (H2/Pd-CaCO3)

quinoline

(b) (q) Trans alkene will form, when reacts with (Na/liq. NH 3)

(c) (r) Reacts with amm. AgNO3

(d) (s) Double bond equivalent is greater than 2

31. Match the column I with column II and with column III (Matrix).
Column-I (Reaction) Column-II
(Nature of product formed)

(a) (p) Recemic mixture

(b) (q) Meso

(c) (r) Diastereomer

(d) (s) Vicinal dihalide

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 Unacademy Plus MKA Sir-IITian Explains
32. Match the column I and II.
Column-I (Reaction) Column-II

(a) (p)

(b) (q)

(c) (r)

(d) (s)

33. Match the column

Column-I Column-II
Reaction Product

(a) (p)

(b) (q)

(c) (r)

(d) (s)

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 Unacademy Plus MKA Sir-IITian Explains
34. Match the column I and II.

Column-I Column-II

Reaction Type of Reaction

(a) H2 (p) Meso compound

Ni
CH3

D2
(b) Pt (q) Diastereomers
CH3 CH3

CH2

H2
(c) (r) Racemic
Pt
CH3O

H2
(d) Pt (s) Optically inactive due to absence of chiral center.
H

Answer Sheet
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20
Ans. 2 2 2 3 2 2 2 2 4 3 4 2 2 1 2 3 3 2 2 3
Qus. 21 22 23 24 25 26 27 28
Ans. 3 3 1 1 3 2 4 1
29. (i) — A; (ii) — B; (iii) — G; (iv) — C; (v) — F
30. a — p, q, s; b — p, r, s; c — p, q, s; d — p, r, s
31. a — r, s; b — p, s; c — p, s; d — q, s
32. a — r; b — p; c — q; d — s
33. a-p; b-s; c-q; d-r
34. a-q; b-p; c-r; d-s

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 Unacademy Plus MKA Sir-IITian Explains
EXERCISE-05 [PREVIOUS YEAR QUESTIONS OF IIT–JEE]
1. Which one of the following alkenes will react fastest with H2 under catalytic hydrogenation condition- [IIT - 2000]

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

2. Propyne and propene can be distinguished by- [IIT - 2000]

(1) conc. H2SO4 (2) Br2 in CCl4 (3) dil. KMnO4 (4) AgNO3 in ammonia
3. CH2 = CH is more basic than HC  C , why ?
– –
[IIT - 2000]

4.

Hydrogenation of the above compound in the presence of poisoned paladium catalyst gives - [IIT - 2001]
(1) An optically active compound (2) An optically inactive compound
(3) A racemic mixture (4) A diastereomeric mixture
5. In the presence of peroxide, hydrogen chloride and hydrogen iodide do not give anti - Markovnikov addition to alkene
because- [IIT - 2001]
(1) both are highly ionic
(2) one is oxidising and the other is reducing
(3) one of the step is endothermic in both cases
(4) All the steps are exothermic in both cases
6. The reaction of propene with HOCl proceeds via the addition of - [IIT - 2001]
(1) H+ in first step (2) Cl+ in first step (3) OH– in first step (4) Cl+ and OH– in single step
7. Identify the set of reagents / reaction conditions ‘X’ and ‘Y’ in the following set of transformation: [IIT - 2002]

(1) X = dilute aqueous NaOH, 20ºC; Y = HBr/ acetic acid, 20ºC

(2) X = concentrated alcoholic NaOH, 80ºC; Y = HBr/acetic acid 20ºC
(3) X = dilute aqueous NaOH, 20ºC; Y = Br2 / CHCl3, 0ºC (4) X = concentrated alcoholic NaOH, 80ºC; Y = Br2/ CHCl3, 0ºC
8. The nodal plane in the  -bond of ethene is located in - [IIT - 2002]
(1) the molecular plane
(2) a plane parallel to the molecular plane
(3) a plane perpendicular to the molecular plane which contains the carbon - carbon  - bond at right angle
(4) a plane perpendicular to the molecular plane which contains the carbon - carbon  - bond
9. Identify a reagent from the following list which can easily distinguish between 1 - butyne and 2 - butyne-[IIT - 2002]
(1) bromine, CCl4 (2) H2, Lindlar catalyst (3) dilute H2SO4, HgSO4 (4) ammonical Cu2Cl2 solution
10. Consider the following reaction [IIT - 2002]

Identify the structure of the major product ‘X’ -

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

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 Unacademy Plus MKA Sir-IITian Explains
11. Identify X, Y and Z in the following synthetic scheme and write their structures. Is the compound Z optically active ?
Justify your answer. [IIT - 2002]

12. A bilogically active compound, Bombykol (C16H30O) is obtained from a natural source. The structure of the compound is
determined by the following reactions. [IIT - 2002]
(a) On hydrogenation, Bombykol gives a compound A, C 16H34O, which reacts with acetic anhydride to give an ester.
(b) Bombykol also reacts with acetic anhydride to give another ester, which on oxidative ozonolysis (O 3/H2O2) gives a
mixture of butanoic acid, oxalic acid and 10 - acetoxy decanoic acid.
Determine the number of double bonds in Bombykol. Write the structures of compound A and B Bombykol. How many
geometrical isomers are possible for Bombykol?
HgSO
13. C 6H5  C  C  CH3  
4
A [IIT - 2003]
H2SO 4

(1) (2)

(3) (4)

14. 5 compounds of molecular formula C4H8Brr2

Number of compounds in X will be- [IIT - 2003]

(1) 2 (2) 3 (3) 4 (4) 5
15. 2- hexyne can be converted into trans - 2 - hexene by the action of- [IIT - 2004]
(1) H2 – Pd - BaSO4 (2) Li in liq. NH3
(3) H2 – PtO2 (4) NaBH4
16. 1 - bromo - 3 - chlorocyclobutane when treated with two equivalents of Na, in the presence of ether which of the
following will be formed - [IIT - 2005]

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

17. Cyclohexene is best prepared from cyclohexanol by which of the following- [IIT - 2005]
(1) conc. H3PO4 (2) conc. HCl/ZnCl2 (3) conc. HCl (4) conc. HBr
18. If after complete ozonolysis of one mole of monomer of natural polymer gives two moles of CH 2O and one mole of
CH3
|
O  C  CH  O . Identify the monomer and draw the all - cis structure of natural polymer.. [IIT - 2005]

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 Unacademy Plus MKA Sir-IITian Explains

19. Identify X and Y.. [IIT - 2005]

20.

What are N and M - [IIT - 2006]

(1) 6, 6 (2) 6, 4 (3) 4, 4 (4) 3, 3
21. CH3 – CH = CH2 + NOCl  P [IIT - 2006]
Identify the product-

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

22. The number of structural isomers for C6H14 is - [IIT - 2007]

(1) 3 (2) 4 (3) 5 (4) 6
23. The number of stereoisomers obtained by bromination of trans - 2- butene is- [IIT - 2007]
(1) 1 (2) 2 (3) 3 (4) 4
24. The reagent for the following conversion, [IIT - 2007]
Br ?
H H
Br
is/are
(1) alcoholic KOH (2) alcoholic KOH followed by NaHH2
(3) aqueous KOH followed by NaNH2 (4) Zn/CH3OH
25. The synthesis of 3-octyne is achieved by adding a bromoalkane into a mixture of sodium amide and an alkyne. The
bromoalkane and alkyne respectively are- [IIT - 2010]
(1) BrCH2CH2CH2CH2CH3 and CH3CH2C  CH (2) BrCH2CH2CH3 and CH3CH2CH2C  CH
(3) BrCH2CH2CH2CH2CH3 and CH3C  CH (4) BrCH2CH2CH2CH3 and CH3CH2C  CH
26. The maximum number of isomers (including stereoisomers) that are possible on mono-chlorination of the following
compounds, is-

[JEE-2011]

27. The number of optically acitive products obtained from the complete ozonolysis of the given compound is–
CH3 H

CH3 CH=CH C CH=CH C CH=CH CH3 [IIT - 2012]

H CH3

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

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 Unacademy Plus MKA Sir-IITian Explains
28. The compound that undergoes decarboxylation most readily under mild condition is [IIT-2012]

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

29. The total number of carboxylic acid groups in the product P is [JEE-Advance-2013]

Passage: P and Q are isomers of dicarboxylic acid C4H4O4. Both decolorize Br2/H2O. On heating, P forms the cyclic anhydride.
Upon treatment with dilute alkaline KMnO4, P as well as Q could produce one or more than one from S, T and U.

30. Compounds formed from P and Q are, respectively - [JEE-Advance-2013]

(1) Optically active S and optically active pair (T, U) (2) Optically inactive S and optically inactive pair (T, U)
(3) Optically active pair (T, U) and optically active S (4) Optically inactive pair (T, U) and optically inactive S
31. Isomers of hexane, based on their branching, can be divided into three distinct classes as shown in the figure.
[JEE-Advance-2014]

The correct order of their boiling point is–

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

ANSWER-SHEET
Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20
Ans. 1 4 - 2 3 2 2 1 4 2 - - 1 2 2 4 1 - - 2
Qus. 21 22 23 24 25 26 27 28 29 30 31
Ans. 1 3 1 2 4 8 1 2 2 2 2

3. Higher electronegativity of sp carbon

11.

12.

18. 19.

There is no alternate of Hard Work.

 Unacademy Plus MKA Sir-IITian Explains
EXERCISE-06 [Previous Year Questions of AIEEE]
1. What is the product when acetylene reacts with hypochlorous acid : [RPMT, AIEEE 2002]
(1) CH3COCl (2) ClCH2CHO (3) Cl2CHCHO (4) ClCHCOOH
2. Which one gives only one monosubstitution product on chlorination - [AIEEE -2003]
(1) n-pentane (2) Neopentane (3) Isopentane (4) n-butane
3. Butene-1 may be converted to butane by reaction with– [AIEEE 2003]
(1) Zn-HCl (2) Sn-HCl (3) Zn-Hg (4) Pd/H2
4. Which one of the following has the minimum boiling point - [AIEEE-2004]
(1) 1-Butene (2) 1-Butyne (3) n-Butane (4) Isobutane
5. Which one of the following is reduced with zinc and hydrochloric acid to give the corresponding hydrocarbon-
[AIEEE-2004]
(1) Acetamide (2) Acetic acid (3) Ethyl acetae (4) Butane-2-one
6. Alkyl halide react with dialkyl copper reagents to give - [AIEEE-2005]
(1) Alkane (2) Alkenyl halide (3) Alkenes (4) Alkyl copper halide
7. Reaction of one molecule of HBr with one molecule of 1,3-butadiene at 40º C gives predominantly- [AIEEE-2005]
(1) 3-bromobutene under thermodynamically controlled conditions
(2) 1-bromo-2-butene under kinetically controlled conditions
(3) 3-bromobutene under kinetically controlled conditions
(4) 1-bromo-2-butene under thermodynamically controlled conditions
8. 2-methylbutane on reacting with bromine in the presence of sunlight gives mainly - [AIEEE-2005]
(1) 2-bromo-3-methylbutane (2) 1-bromo-3-methylbutane
(3) 1-bromo-2-methylbutane (4) 2-bromo-2-methylbutane
9. Elimination of bromine from 2-bromobutane results in the formation of - [AIEEE-2005]
(1) predominantly 1-butene
(2) predominantly 2-butyne
(3) equimolar mixture of 1 and 2-butene
(4) predominantly 2-butene
10. Of the isomeric hexanes, the isomer which can give two monochlorinated compounds is - [AIEEE-2005]
(1) 2,2-dimethylbutane (2) 2-metylpentane
(3) n-hexane (4) 2,3-dimethylbutane
11. Which of the following reactions will yield2,2-dibromopropane [AIEEE-2007]
(1) CH  CH + 2HBr 
(2) CH3 – CH = CH2 + HBr 
(3) CH3 – C  CH + 2HBr 
(4) CH3CH = CHBr + HBr 

There is no alternate of Hard Work.

 Unacademy Plus MKA Sir-IITian Explains
12. The hydrocarbon which can react with sod,ium in liquid ammonia is - [AIEEE 2008]
(1) CH3CH=CHCH3 (2) CH3CH2C= CCH2CH3
(3) CH3CH2CH2C= CCH2CH2CH3 (4) CH3CH2C  CH
13. In the following sequence of reactions, the alkene affords the compound 'B' -
H2O
CH3 CH  CHCH3 
O3
 A Zn
B The compound B is– [AIEEE 2008]

(1) CH3 CH2 COCH3 (2) CH3 CHO (3) CH3 CH2 CHO (4) CH3 COCH3
14. One mole of a symmetrical alkene on ozonolysis gives two moles of an aldehyde having a molecular mass of 44. The
alkene is: [AIEEE 2010]
(1) Propene (2) I-butene (3) 2-butene (4) Ethene
15. The main product of the following reaction is [AIEEE 2010]

C6H5CH2CH (OH) CH (CH3)2  

conc.H 2 SO 4
?

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

16. Ozonolysis of an organic compound ‘A’ produces acetone and propionaldehyde in equimolar mixture. Identify ‘A’ from the
following compounds [AIEEE 2011]
(1) 2 - Methyl - 1- pentene
(2) 1 - Pentene
(3) 2 - Pentene
(4) 2 - Methyl - 2 - pentene
17. 2 – Hexyne gives trans – 2 – Hexene on treatement with
[AIEEE-2012]
(1) Li AlH4 (2) Pt/H2 (3) Li/NH3 (4) Pd/BaSO4
18. How many chiral compound are possible on monochlorination of 2 - methyl butane?
[AIEEE-2012]
(1) 6 (2) 8 (3) 2 (4) 4
19. Which branched chain isomer of the hydrocarbon with molecular mass 72 gives only one isomer of mono substituted
alkyl halide?
[AIEEE-2012]
(1) Neohexane (2) Tertiary butyl chloride (3) Neopentane (4) Isohexane

ANSWER-SHEET

Qus. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19
Ans. 3 2 4 4 4 1 4 4 4 4 3 4 2 3 1 4 3 4 3

There is no alternate of Hard Work.