SKC SIR ORGANIC CHEMISTRY

EXERCISE-1 (CONCEPTUAL QUESTIONS)

STRUCTURAL ISOMERISMM
1. 1-Chlorobutane & 2-chlorobutane are :
(1) Position isomers (2) Chain isomers
(3) Geometrical isomers (4) Ring-chain isomers

2. Which of the following pairs are called position isomers ;

(1) CH2(OH)CH2CO2H & CH3CH(OH)CO2H (2) C2H5OH & CH3OCH3
(3) (C2H5)2CO & CH3CH2OCH2CH2CH3 (4) All the above

3. & are called as :

(1) Position isomers (2) Chain isomers (3) Functional isomers (4) Ring chain isomers

4. Diethyl thioether and isopropyl methyl thioether are :

(1) Metamers (2) Position isomers (3) Chain isomers (4) Chain and position both

5. Possible number of disubstituted benzene isomers are :

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

6. Which of the following are isomers :

(1) Ethanol and ethoxy ethane (2) Methanol and methoxy methane
(3) Propanoic acid and ethyl acetate (4) Propionaldehyde and acetone

7. Functional isomer of CH3COOCH3 is :

(1) CH3CH2COOH (2) HOCH2–CH2CHO (3) HCOOC2H5 (4) Both (1) & (2)
8. & are :
(1) Chain isomer (2) Functional isomer (3) Position isomer (4) Metamers

9. CH3CONH2 & HCONHCH3 are called :

(1) Position isomer (2) Chain isomer (3) Metamer (4) Functional isomer

10. The formula C4H8O2 represents :

(1) Only an carboxylic acid (2) Only an ester
(3) Only an alcohol (4) Both carboxylic acid and ester

11. Propene and cyclopropane are :

(1) Chain isomers (2) Position isomers
(3) Geometrical isomers (4) Ring chain isomers

12. The number of ether metamers represented by the formula C4H10O is :

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

13. Which of the following pairs of compounds are not metamers :

(1) CH3OCH2CH2CH3 and CH3CH2OCH2CH3 (2) CH3CH2OCH2CH3 and CH3OCH(CH3)2

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

|
CH3

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14. The minimum number of carbon atoms present in an organic compound to show chain isomerism are :
(1) 2 (2) 3 (3) 5 (4) 4

15. The minimum number of carbon atoms present in an organic compound to be able to show position
isomerism are :
(1) 3 (2) 4 (3) 2 (4) 5
16. Given compounds are :

O O
|| ||
H – C – NH – CH2 – Br & Br – C – NH – CH3

(1) Position isomers (2) Metamers

(3) Geometrical isomers (4) Functional group isomers

17. How many chain isomers are possible for C6H14:

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

18. Which of the following compounds on monochlorination gives three isomers :

(1) o-dichlorobenzene (2) m-dichlorobenzene (3) p-dichlorobenzene (4) 1 & 2 both

19. Which of the following is a pair of ring chain isomers :

(1) & CH3–CH2–CH3 (2) &

(3) & (4) CH3–CH=O &

20. How many position isomers are possible for dinitrotoluene :

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

21. How many benzenoid isomeric phenols are possible with the Molecular Formula C7H8O :
(1) 3 (2) 4 (3) 2 (4) 5

22. The total number of benzene derivatives with the molecular formula C6H3Cl3 is :
(1) 2 (2) 3 (3) 4 (4) 5
23. A pair of position isomers is :

(1) & (2) &

(3) & (4) &

24. Given compounds are

O O
|| ||
Cl–CH2 C  O  CH3 and C  O  CH2  CH2  Cl

(1) Chain isomers (2) Metamers

(3) Position isomers (4) Ring chain isomers

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25. Which is incorrect match :

(1) & : Position isomers (2) & : Functional group isomers

(3) & : Chain isomers (4) All

26. Minimum C-atom required for :

(I) Chain isomerism in ether = X
(II) Position isomerism in alkanol = Y
(III) Functional group isomerism in Alkyne = Z
X + Y + Z is :
(1) 11 (2) 7 (3) 10 (4) 9

27. and are :

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

28. Which is not a pair of chain isomers :

(1) ,

(2) CH3  CH  O  CH3 ,CH3–CH2–O–CH2–CH3

|
CH3

(3) CH3–CH2–CH2–CH2–OH, CH3  CH2  CH  OH

|
CH3

(4) 2 & 3 both

29. Which of the following is/are structural isomers of (I)

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

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

30. and are:

(1) Homologues (2) Chain isomers (3) Functional isomers (4) None of these

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31. The molecular formula of diphenylmethane,

CH2 , is C13H12 ;

How many structural isomers are possible when one of the hydrogen is replaced by a chlorine atom?
(1) 6 (2) 4 (3) 8 (4) 7

32. Which of the following pairs of compounds are functional isomers?

O O
(1) and (2) || and ||
O
OH

O O
(3) OH and O (4) || and
O ||
O

33. CH3 – CH2 – CHO & CH2 = CH – CH2OH are :

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

STEREO ISOMERISM

34. Which of the following can show optical isomerism :

(1) 1-Chlorobutane (2) t-Butyl chloride (3) Sec-butyl chloride (4) Iso-butyl chloride

35. Fumaric acid shows geometrical isomerism with:

(1) Malonic acid (2) Maleic acid (3) Malic acid (4) Mandelic acid

36. Number of oximes formed on reaction of the simplest symmetrical ketone and the simplest unsymmetrical
ketone with hydroxylamine :
(1) 2 (2) 4 (3) 3 (4) 1
37. Configuration of the given molecule is :

(1) E (2) Z (3) Trans (4) 2 & 3 both

38. Which of the following compound can have meso isomer :

(1) Butane-2, 3-dione (2) 2, 3, 4-Trichloropentane
(3) 2, 3-Dimethylbutane (4) All

39. Incorrect match is :

M.F. No. of isomers
(1) C4H8 3 alkenes
(2) C2H5N 5
(3) C2H2Br2 3
(4) None

40. Which of the following compound can show geometrical isomerism :

(1) (CH3)2C = CH – C2H5 (2) H2C = CBr2
(3) C6H5 – CH = CH – CH3 (4) CH3 – CH = CCl2

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41. Which of the following is not true regarding hex-2-ene :
(1) Boiling point of cis is higher than trans (2) Trans isomer has zero dipole moment
(3) Trans is more stable than cis (4) Can show position isomerism

42. Which of the following compound can show optical isomerism :

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

43. Which of the following compound is achiral :

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

44. Which of the following is optically active :

(1) (2)

(3) (4) None

45. How many stereoisomers are possible for the given compound :

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

46. Absolute configuration of the given compound is :

(1) L (2) D (3) S (4) 1 & 3 both

47. How many diastereomers are possible for the given compound (excluding given compound):

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

48. Given compound can show :

(1) Geometrical isomerism (2) Optical isomerism

(3) Geometrical and optical isomerism both (4) None

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49. Which is a pair of geometrical isomers :

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

(1) I and II (2) I and III (3) II and IV (4) III and IV
50. But-2-ene exhibits cis-trans isomerism due to :
(1) Rotation around C3–C4 sigma bond (2) Restricted rotation around C=C bond
(3) Rotation around C1–C2 bond (4) Rotation around C2–C3 double bond

51. The number of geometrical isomers of

CH3CH = CH–CH = CH–CH = CHCl are :
(1) 2 (2) 4 (3) 6 (4) 8

52. CH3 – C – Cl has the configuration :

||
Cl – C – Br

(1) Trans (2) Z (3) E (4) Both (1) & (2)

53. Which of the following will show geometrical isomerism :

(1) 1-Butene (2) 1, 2-Dibromoethene (3) Propene (4) Isobutylene

54. Geometrical isomerism is shown by

H I H3C Cl H Cl
(1) (2) C=C (3) C=C (4) C=C
H3C Br H3C Br H3C Cl

55. How many asymmetric carbon atoms are present in :

(i) 1, 2-dimethyl cyclohexane
(ii) 3-methyl cyclopentene
(iii) 3-methyl cyclohexene
(1) Two, one, one (2) One, one, one (3) Two, none, two (4) Two, none, one
56. Stereo isomers but not mirror images are called:
(1) Enantiomers (2) Mesomers (3) Tautomers (4) Diastereomers
57. The priority of groups –OH, –COOH, –CHO, –OCH3 attached to a chiral carbon is in order (according to
CIP rule) :
(1) –OH > –COOH > –CHO > –OCH3 (2) –OCH3 > –OH > –CHO > –COOH
(3) –OCH3 > –OH > –COOH > –CHO (4) –OCH3 > –COOH > –CHO > –OH

58. The number of optically active isomers possible in CH3 – CH – CH – CH – CH2OH are :
| | |
OH OH OH
(1) 2 (2) 4 (3) 6 (4) 8

59. Which of the following contain chiral carbon atom :

(1) CH3  CH  CH2CH2CH3 (2) CH3  CH  CH  CH3

| | |
OH Br CH3

(3) CH3  CH2  CH  CH3 (4) All the above

|
Br

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60. If optical rotation produced by

CH3 CH3
H Cl H Cl
is +36º then that produced by is :
Cl H H Cl
CH3 CH3

(1) –36º (2) 0º (3) +36º (4) Unpredictable

CH(OH)COOH
61. Number of optically active isomers of tartaric acid is : |
CH(OH)COOH

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

62. Meso form of tartaric acid is :

(1) Dextorotatory
(2) Laevorotatory
(3) Neither Laevo nor dextro rotatory due to internal compensation
(4) A mixture of equal quantities of dextro and leavo rotatory forms

63. Molecular formulae of an optically active organic compound is C4H10O. Its structure is :

(1) C2H5OC2H5 (2) CH3OC3H7 (3) CH3CH2CH2CH2OH (4) CH3CH(OH)CH2CH3

64. CH3 – CH2 – CH2 – CH3. There is free rotation about (C2 – C3) bond. The same most stable form is
repeated after rotation of :
(1) 60º (2) 120º (3) 240º (4) 360º

65. The eclipsed and staggered conformation of ethane is due to :

(1) Free rotation about C–C single bond (2) Restricted rotation about C–C single bond
(3) Absence of rotation about C–C bond (4) None of the above

66. Dihedral angle require to get maximum stable conformer from minimum stable conformer in n-butane is :
(1) 360º (2) 180º (3) 120º (4) 240º
67. The number of isomers for the compound with molecular formula C2BrClFI is :
(1) 3 (2) 4 (3) 5 (4) 6

68. Which of the following does not contain any asymmetric carbon but can show enantiomerism :
(1) Lactic acid (2) 1, 3-pentadiene (3) Tartaric acid (4) 2, 3-pentadiene

69. Which of the following has E-configuration :

H3C CHO H2N OH

(1) C=C (2) C=C
H CH2OH H3C CH2OH

HOH2C CH3 H COOH

(3) C=C (4) C=C
H3N CH(CH3)2 H3C CHO

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CN CN
HO H H OH
70. HCN
 +
HO H HO H
CH2OH CH2OH
I II
Compound I and II are :
(1) Diastereomers (2) Identical (3) Mesomers (4) Enantiomers

71. The number of stereo isomers possible for the compound with the structure is :
OH
|
CH3CH = CH–CH = CH  CH2  CH  CH3

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

72. Which of the following will show geometrical isomerism :

Br Br
| |
(1) CH3CH = CH2 (2) CH3 – C = C – CH2CH3

(3) CH3CH2CH2CH = CH2 (4) CH2 = CH–CH2–CH3

73. How many optically active isomers are possible for a compound of given formula :
CH2OH· CHOH· CHOH· CHOH· CH2OH

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

74. In trans-1, 2-dichloroethene :

(1) There are 6 sigma bonds (2) There is free rotation about the C–C bond
(3) All the atoms lie in the same plane (4) All the above

75. Which is optically inactive compound :

Me SO3H NO2 Me

(a) (b)
Me COOH NO2 Me

(c) (d) (e)

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

76. Which compound would exhibit optical isomers :

CH3

(1) (2) C–OH

H3C COOH

HOOC H O
C
C
(3) C (4)
H COOH

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77. In plane clockwise rotation of the projection formula (A) of a compound by 90º and 180º yields the projection
formulae (B) and (C) respectively :

A. B. C.

Which of the following statements is not correct about (A), (B) and (C) :
(1) A and B are enantiomers (2) A and C are identical
(3) B and C are enantiomers (4) A and C are enantiomers
78. Which of the following compounds possesses chiral centre :

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

O O

79. Which of the following compounds is a meso compound :

H Cl Br Cl Cl Cl H Cl
(1) (2) (3) (4)
Cl H H H H H Br H

80. Which of the following structures represents a threo-stereoisomer :

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

81. Which of the following pairs of compounds are ring-chain isomers :

(1) CH3  CH  CH  CH3 and (2) CH2 = CH – CH2OH and OH

| | HO OH
OH OH

CH3
(3) and CH 2–CH 3 (4) All
CH3

82. Among the following compounds, the one which can exhibit geometrical isomerism is :
(1) 1, 3-butadiene (2) 1, 2-butadiene (3) 1, 3-pentadiene (4) 1, 4-pentadiene

83. The total number of secondary alcohols (including stereoisomers) possible having the molecular formula
C5H12O is :
(1) 3 (2) 4 (3) 5 (4) 6

84. Which of the following compounds possesses an asymmetric carbon :

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

| |
OH OH

(3) Br CH2 – CH – CH2 Br (4) Br CH2 – CH – CH2 Cl

| |
OH OH

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85. The correct IUPAC name of
Br is :
(1) 7-bromo-2Z, 5E-heptadiene (2) 1-bromo-2Z, 5E-heptadiene
(3) 1-bromo-2Z, 5Z-heptadiene (4) 1-bromo-2E, 5Z-heptadiene

86. Which of the following has Z-configuration :

H3C C2H5 Br CH(CH3)2

(1) C=C (2) C=C
H H HOCH2 CH2–CH3

Cl H
(3) C=C (4) All the above
Br D

87. Which of the following is/are cis isomer ?

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

88. Which of the following is the enantiomer of the structure ?

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

89. In which of the following pair of compound shows correct configuration :

Ph Ph
(1) N=N & (2) &
syn-azobenzene

ClCH2 Br
C=C
(3) & BrCH CH3 (4) All of these
2
E-isomer

90. Correct statement is :

(1) Isomers have same molecular formula but different structural formula
(2) Isomers have same physical but different chemical properties.
(3) Stereoisomers belong to same homologous series.
(4) All

91. Which of the following can show geometrical isomerism :

(1) (2)

(3) (4) All

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92. Which of the following is true for aerial distances  1 and  2 :

(I) (II)

(1)  1 >  2 (2)  2 >  1 (3)  1 =  2 (4) Can not be compared

93. Number of geometrical isomers possible for the compound :

CH=CH–CH=CH

(1) 4 (2) 3 (3) 16 (4) 8

94. Which is incorrect statement :

(I) (II)

(1) I has Z configuration (2) II has E configuration

(3) I & II are geometrical isomers of each other (4) None

95. Which of the following can have meso isomer :

(1) 3-chloro-2, 4-dimethylpentane (2) Pentane-2, 3-diol
(3) Cyclopentane-1, 2-diamine (4) 2-Chlorobutane
96. Which of the following has non zero dipole moment :

(1) (2)

(3) (4) All

97. How many geometrical isomers are possible with the molecular formula C5H10 :
(1) 10 (2) 2 (3) 4 (4) 6

ANSWERKEY [EXERCISE-1]
Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 1 1 1 1 3 4 4 2 4 4 4 2 4 4 3
Que. 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Ans. 4 1 2 4 3 1 2 4 2 4 1 1 4 3 4
Que. 31 32 33 34 35 36 37 38 39 40 41 42 43 44 45
Ans. 2 2 1 3 2 3 4 2 1 3 2 1 2 2 2
Que. 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60
Ans. 3 1 3 3 2 4 4 2 2 1 4 3 4 4 2
Que. 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75
Ans. 1 3 4 4 1 2 4 4 4 1 4 2 1 3 3
Que. 76 77 78 79 80 81 82 83 84 85 86 87 88 89 90
Ans. 1 4 1 3 3 2 3 3 4 4 4 4 4 4 3
Que. 91 92 93 94 95 96 97
Ans. 4 3 1 3 3 4 3

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EXERCISE-2 (PREVIOUS YEAR QUESTIONS)
AIIMS-2004
1. The geometrical isomerism is shown by :-

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

AIPMT-2005
2. The configuration of the given compound is :-

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

3. Which one of the following pairs represents stereo isomerism :-

(1) Linkage isomerism and Geometrical isomerism
(2) Chain isomerism and Rotational isomerism
(3) Optical isomerism and Geometrical isomerism
(4) Structural isomerism and Geometrical isomerism
AIIMS-2005
4. Correct configuration of the following is :-

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

AIPMT-2006
5. Which of the following is not chiral :-
(1) 2–Butanol (2) 2,3–Dibromo pentane
(3) 3–Bromo pentane (4) 2–Hydroxy propanoic acid

AIIMS-2006
6. Among the following which one can have a meso form –
(1) CH3CH(OH)CH(Cl)C2H5 (2) CH3CH(OH)CH(OH)CH3
(3) C2H5CH(OH)CH(OH)CH3 (4) HOCH2CH(Cl)CH3

7. Among the following L–serine is –

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

AIPMT-2007
8. CH3—CHCl—CH2—CH3 has a chiral centre which one of the following represents its R configuration:-

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

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AIPMT-2008
9. How many stereoisomer does this molecule have CH3CH=CHCH2CHBrCH3
(1) 8 (2) 2 (3) 4 (4) 6
AIPMT-2009
10. Which of the following compounds will exhibit cis-trans (geometrical) isomerism ?
(1) 1-Butanol (2) 2-Butene (3) 2-Butanol (4) 2-Butyne
AIPMT-2010
11. In the following the most stable conformation of n–butane is :-

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

12. Which of the following conformers for ethylene glycol is most stable :-

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

AIIMS-2010
13. Which of the following is optically active :

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

AIIMS-2011
14. Find the number of stereo isomers of 1,2-dihydroxy cyclopentane:
(1) 1 (2) 2 (3) 3 (4) 4

AIPMT PRE.-2012
15. Which of the following acids does not exhibit optical isomerism?
(1) Lactic acid (2) Tartaric acid (3) Maleic acid (4) -amino acids
AIPMT PRE.-2015
16. Two possible stereo-structures of [Link], which are optically active, are called :
(1) Enantiomers (2) Mesomers (3) Diastereomers (4) Atropisomers

17. The number of structural isomers possible from the molecular formula C3H9N is :
(1) 2 (2) 3 (3) 4 (4) 5

AIIMS-2015
18. Which of the following pair is diastereomers

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

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

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19. Which of the following is optically inactive :

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

NEET-2016
20. The correct corresponding order names of four aldoses with configuration given below :

CHO CHO CHO

HO H HO H H OH
H OH HO H HO H
CH2OH CH2OH CH2OH
respectively, is :
(1) D-erythrose, D-threose, L-erythrose, L-threose (2) L-erythrose, L-threose, L-erythrose, D-threose
(3) D-threose, D-erythrose, L-threose, L-erythrose (4) L-erythrose, L-threose, D-erythrose, D-threose

21. In which of the following molecules, all atoms are

coplanar ?

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

NEET-2017
22. With respect to the conformers of ethane, which of the following statements is true?
(1) Bond angle remains same but bond length changes
(2) Bond angle changes but bond length remains same
(3) Both bond angle and bond length change
(4) Both bond angles and bond length remains same

AIIMS-2018
23. Which of the following are not enantiomer pair.

C2H5 CH3 C2H5 Cl C2H5 H C2H5 CH3

H Cl H CH3 Cl CH3 Cl H
(A) (B) (C) (D)
(1) A and C (2) A and D (3) B and D (4) C and D
24. For geometric isomers of 3–hexene:

(1) M.P. is high and dipole moment high for trans (2) M.P. is low and dipole moment low for trans
(3) M.P. is high and dipole moment low for trans (4) M.P. is low and dipole moment high for trans

ANSWER KEY [EXERCISE-II]

Que . 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 4 2 3 1 3 2 3 2 3 2 3 3 2 3 3
Que . 16 17 18 19 20 21 22 23 24
Ans. 1 3 1 3 1 2 4 1 3
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EXERCISE-3 (ANALYTICAL QUESTIONS)

1. HO – CH2– CH2 – F
Which conformer of above compound is most stable across C – C ?
(1) Anti staggered (2) Partially eclipsed (3) Gauche (4) Fully eclipsed

2. Among the following, the optically inactive compound is :

(1) (2)

H3C
||
||

CH3
(3) (4)
H
COOH
HO

3. The structure of (S)-2-fluorobutane is best represented by :

F
|
(1) CH3 CHCH2 CH3 (2) (3) (4)

4. The following pair of compounds is best described as :

(1) Identical (2) Diastereomers

(3) Enantiomers (4) Constitutional isomers

5. Which of the following compounds is/are meso forms?

CH3

CH3
(3)

(1) 1 only (2) 3 only (3) 1 and 2 (4) 2 and 3

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6. What is the relationship between the molecules in the following pairs?

(1) enantiomers (2) diastereomers (3) identical (4) structural isomers

7. Which of the following is the least stable conformer of cyclohexane?

(1) (2)
(Chair) (Boat)

(3) (4)
(Half-chair)

8. The total number of stereoisomer possible for 2,3-dichloro butane :

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

9. Which of the following structure is not meso-2,3-butanediol?

OH CH3 H

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

OH OH CH3

CH3 H

H OH HO CH3
10. Br H H C2H5

C2H5 Br

The molecules represented by the above two strucutres are :

(1) identical (2) enantiomers (3) diastereomers (4) epimers

11. Which of the following is a meso compound?

CH3 CH2 CH3 H H

H Br H OH
(1) H Br (2) (3) (4) All of these
H OH
CH3 CH2 CH3 OH OH

12. Which dimethylcyclobutane is optically active?

(1) trans–1, 2 (2) cis–1, 2 (3) trans–1, 3 (4) cis–1, 3

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13. Which of the following will not show geometrical isomerism?
(1) CH3 C CH CH2 CH3 (2)

CH3

(3) CH3  CH  CH  CH3 (4) CH3  CH2  CH  CH  CH2  CH3

14. Calculate the total number of stereoisomers when alkene having trans configuration :
O
||

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

15. Identify which of the structures below are meso structures?

O
||
O O
O O O

||
(a) (b) (c) O (d) O
O || ||
O
O O

O
||
O O
(e)

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

16. In which of the following compound, posses plane of symmetry as well as centre of symmetry?

Cl Cl CH3 CH3

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

Cl CH3 CH3

17. The pair of enantiomers among the following compound is :

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

18. Which of the following pairs of compounds are not positional isomers?
HO CH3 OH CH3

(1) and (2) and

CH3 CH3 OH OH
CH2OH OCH3
(3) and (4) All of these

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19. CH2  CH  CH  CH  CH  CH2
How many geometrical isomers are possible for this compound?
(1) 2 (2) 3 (3) 4 (4) 8

20. Total number of stereoisomer formed by the given compound is :

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

21. Which of the following compound can show geometrical isomerism?

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

22.

(D) & (L) Configuration of above carbohydrate is :

(1) L,L,D (2) L , D, L (3) L, L, L (4) L, D, D

23. Which is correct structure of D-glyceraldehyde?

(1) (2)

(3) (4) All of these

24.

Which of the following statement can be true for the compound filled in polarimeter tube :
(1) Compound does not show optical isomerism.
(2) Compound is an optical isomer but is optically inactive.
(3) Solution is equimolecular mixture of d and l mirror images compounds.
(4) All
25. Which can show geometrical isomerism :

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

(E)

(1) A, B, D (2) B, C, D, E (3) B, D, E (4) D, E

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26. Which can show geometrical isomerism :

(1) (2)

(3) (4) All

27. Which of the following will form only one oxime on reaction with NH2OH solution.

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

28. W hich can not be the diastereomer (i.e. non mirror image stereoisomers) of the following
compound.
CHO.C(CH3) = C(CH3)CHO ?

(1) (2)

(3) (4) All of these

29. Which of the following is correct set of physical properties of the geometrical isomers?

&

Dipole Boiling M e lting

S ta bility
m om e nt point point

(1) I > II I < II II > I I > II

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

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30. The correct order/s for the given pair of isomers is/are :

(A) > (Melting point)

(B) > (Dipole moment)

(C) > (Boiling point)

(D) > (Water solubility)

(1) A and B (2) C and D (3) B and D (4) D and A

31. The total number of isomeric optically active monochloro isopentanes is :

(1) Two (2) Three (3) Four (4) One

32. Which of the following statements is/are correct ?

(A) A meso compound has chiral centres and give optical isomerism
(B) A meso compound has no chiral centres and thus are optically inactive.
(C) A meso compound has molecules which are superimposable on their mirror images even though they
contain chiral centres.
(D) A meso compound is optically inactive because the rotation caused by any molecule is cancelled by an
equal and opposite rotation caused by another molecule that is the mirror image of the first.
(1) A and B (2) B and C (3) C and D (4) A and C

ANSWERKEY [EXERCISE-3]
Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 3 1 3 4 2 3 4 2 1 1 4 1 1 3 1
Que. 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30
Ans. 4 3 3 1 1 4 2 4 4 2 4 2 1 3 3
Que. 31 32
Ans. 3 4

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