FINAL TOUCH

REVISION
OF
ORGANIC CHEMISTRY
FOR JEE ADVANCED

BY
NAVNEET JETHWANI

ISOMERISM

ETOOSINDIA
INDIA’S NO. 1 ONLINE COACHING

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ISOMERSIM

Single Choice Questions

1. Which of the following cyclopentane derivative is optically inactive ?

OH H CH3 CH3 H CH3

(A) (B) OH H (C) (D)

H OH H H OH H
H OH
CH3

(E) H
H

CH3

Ans. (C)

2. Which is the most stable conformer along the 2, 3 C – C bond axis of the compound ?

H3C F
H H
H3C CH3

F F CH3 H
H CH3 H CH3 H H H3C F
(A) (B) H CH3 (C) F (D) H3C H
CH3
CH3 H H3C CH3 CH3 H 3C

Ans. (B)

3. How many meso isomers of C4H8Cl2 will be ?

(A) 0 (B) 1 (C) 2 (D) 3

Ans. (B)

4. The stable form of trans-1, 4–dimethylcyclohexane is represented as :

CH3
CH3

(A) (B)
CH3 CH3

CH3

(C) CH3 (D)

H3C
CH3

Ans. (C)

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5. The following molecule is fluorometholone, a steroidal anti-inflammatory agent. How may stereogenic centers does it

contain ?
O CH3
H3C OH
HO
H3C H
F H Fluorometholone
O
CH3
(A) 5 (B) 6 (C) 7 (D) 8

Ans. (D)

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

O
N S
CH3
(A) H3CH2C (B)
H 3C

H3C
CH3
(C) (D)

H
Ans. (A)
OH COOH
7. Which of the following molecules is (are) chiral ?

Cl H CH3 H
(I) C (II) (III)
H Br CH(CH3)2

H H3C H3C
H H
O
(IV) (V) (VI)

H O O O

(A) I and II (B) III and IV (C) II, IV and VI (D) I, II, III and VI

Ans. (D)

8. How are the following compounds related ?

H3C Br CH3
Br
Br
H Br H
(A) Diastereomers (B) Enantiomers (C) Meso compounds (D) Non Identical

Ans. (D)

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9. Among the following , the Newmann projections of meso-2, 3-butanediol are : -

Me Me Me Me
H OH H OH HO Me Me H

HO H H OH HO H H OH
Me Me H OH
P Q R S

(A) P, Q (B) P, R (C) R, S (D) Q, S

Ans. (B)

10. Which of the following pairs of compounds is a pair of enantiomers ?

Br Br

(A) (B)
Cl Cl
Cl Cl

(C) (D)
Cl Cl Cl Cl
Ans. (B)

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

(A) Identical (B) Diastereomers (C) Enantiomers (D) None of the above

Ans. (D)

12. Which is the following compounds is most stable ?

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

Ans. (D)

13. The following compounds differ in respect of :

HO O OH HO O OH

HO OH HO OH
OH OH
(A) Their chemical and physical properties
(B) Nothing
(C) The direction in which they rotate plane of polarized light
(D) Their interactions with molecules

Ans. (C)

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14. Indicate whether each of the following pairs identical, or ?

F
H H Cl
Br H Cl CH2CH3 H CH2CH3
H3C CH2Br
(I) (II) CH3 CH3
H CH3 F Cl Cl
H H
H
CH3 CH3
H Br Br H
(III)
CH3 H H CH3
Br Br
I II III

(A) Enantiomers Diastereomers Enantiomers

(B) Identical Enantiomers Enantiomers

(C) Enantiomers Diastereomers Identical

(D) Enantiomers Identical Identical

Ans. (C)

15. Which of the following compounds has a zero dipole moment ?

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

Ans. (D)

16. How many isomers are possible for the following molecule ?

H
CHCH= CHCOOH
H3C

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

Ans. (D)

17. Which equilibrium is not rapid at room temperature ?

Br Me
Cl
(A) (B)
Cl Me Cl Br
Me Cl Me

H CH3 H3C CH3

(C) (D)
H3C H H H
H H H H

Ans. (B)
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18. Which of the structures given below are chiral ?

H CH2OH
CH3 O CH2OH
HO H
Cl
(I) O O (II) Cl H (III) HO H
H HO H
CH3 O CH2OH CHO
H
Fischer projections

CH2OH
HO H
(IV) HO H (V)
HO H
CH2OH O

(A) I, II, III (B) II, III, V (C) II, III (D) I, II

Ans. (B)

19. A naturally occurring substance has the constitution shown below. How many may have this constitution?

O
HO CH2OH

HO CH CHCH CHCH2CH2CH3

(A) 2 (B) 8 (C) 16 (D) 64

Ans. (D)

20. How many different stereoisomers are possible for the following compound ?
H
ClHC=HC–C–CH=CHCl
Cl
(A) 1 (B) 2 (C) 3 (D) 4

Ans. (D)

21. Which of the following has unstable enol form ?

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

O
Ans. (C)

22. Total number of stereoisomers possible for following compound is :

CH CH — CH2CH3

CH CH2
(A) 8 (B) 16 (C) 32 (D) 64

Ans. (A)
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CH2 - OH CH2 - OH CHO

H OH HO H H OH
HO H HO H H CH2OH
23.
CHO CHO OH
(a) (b) (c)

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

(A) L, L, D (B) L, D, L (C) L, L, L (D) L, D, D

Ans. (B)

O
O O
24.
O O
O
(I) (II) (III)

Among the given structure which can exhibit tautomerism ?

(A) I only (B) II only (C) III only (D) none of these

Ans. (B)

OH O OH

25.

(I) (II) (III)

Correct stability order of the given tautomers is :

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

Ans. (C)

26.

How many geometrical isomers are possible for the above compound ?

(A) 3 (B) 4 (C) 6 (D) 8

Ans. (B)

H l1 H
27. C=C=C
H l2 H

Choose the correct relation between l1 and l2 ?

(A) l1 = l2 (B) l1 > l2 (C) l1 < l2 (D) l2 = 2l1

Ans. (A)

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H l1 H
28. C=C=C=C
H l2 H

Choose the correct relation between l1 and l2 ?

(A) l1 = l2 (B) l1 > l2 (C) l1 < l2 (D) l2 = 2l1

Ans. (C)

29. CH3 – CH = C – C = CH – CH2

Br Br
How many geometrical isomers of this compound are possible ?
(A) 2 (B) 3 (C) 4 (D) 6
Ans. (B)
30. Which of the following is correct for the given compound ?

O O

(A) It possess centre of symmetry (B) It possess C4 axis of symmetry

(C) It possess plane of symmetry (D) Compound is chiral

Ans. (C)

31. How many stereocenters does latomoxef (an oxacephem antibiotic) have ?

HO O
N N O
S N
N N O
NH OH
O
O

(A) 2 (B) 3 (C) 4 OH (D) 5

Ans. (B)

32. Which molecule is (R, Z)-7-methoxy-2,7-dimethyl-4-propylnona-1,4-diene ?

H3CO OCH3
(A) (B)

H3CO OCH3
(C) (D)

Ans. (A)

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33. Choose the correct order that has the following compounds correctly arranged with respect to thermodynamic stability:

CH3

(i) CH3 (ii) H3C CH3 (iii)

CH3 CH3

(A) ii < i < iii (B) i < ii < ii (C) i < iii < i (D) iii < i < ii

Ans. (D)

34. Which of the structures below is a diastereomer of A ?

H H

HO

CH3

CH3 CH3 H
H
(I) (II) (III) OH
OH HO
H H
H H CH3

CH3 H
H
(IV) OH (V) HO
H
H
CH3

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

Ans. (D)

35. Given compound shows which type of isomerism ?

O O
S–O and S–O
O O

(A) Chian isomerism (B) Positional isomerism

(C) Metamersim (D) Functional group isomerism

Ans. (C)

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36. Which of the following pairs of compound is/are identical ?

Cl CH3 CH3 I
H I H
CH3 Cl H H CH3
(A) (B) Cl
H CH3 Cl H Cl I
Cl CH3 I H H

Br H H Br
F H F Br H H H Cl
(C) Br H (D)
F Br Br I H I
F H Cl H

Ans. (C)

37. The two structures I and II represent :

CH3 CH3
H H H H
(I) (II)
H3C CH3 H3C H
H CH3

(A) Conformational isomers (B) Stereoisomers

(C) Constitutional isomers (D) Identical

Ans. (C)

38. The possible number of alkynes with the formula C5H8 is :

(A) 2 (B) 3 (C) 4 (D) 5

Ans. (B)

39. How many isomers of C5H11OH will be primary alcohols :

(A) 2 (B) 3 (C) 4 (D) 5

Ans. (C)

40. Number of isomeric forms of C7H9N having benzene ring will be :

(A) 7 (B) 6 (C) 5 (D) 4

Ans. (C)

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41. Keto-enol tautomersim is observed in :

O O
(A) C6H 5—C—H (B) C6H 5—C—CH3

O O CH3
(C) C6H5—C—C6H5 (D) C6H5—C—C—C6H5

CH3

Ans. (B)

42. The value of equilibrium constant (K) for the following equilibrium

H H H
H3C e a CH3
C e H H3C
C C
a CH3
H3C CH3
CH3 C H3C
H3C CH3 CH3
CH3
Chair Twist boat

(A) K = 1 (B) K > 1 (C) K < 1 (D) Cannot relate

Ans. (B)

43. Which of the following compounds are chiral ?

O H 3C Cl
C–NH
C=C=C Cl
(I) (II) (III)

NH–C
Cl H CH3
O
Cl

Cl H
Cl H O
C
(IV) (V)
NH
O O
C
O

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

Ans. (B)

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44. The conformation of the following compound is :

Et
Me

CMe3
Me3C
Me
Me3C
(A) (B) Me
Et Et

(C) Me3C (D) Et

Me CMe3
Et
Ans. (B) Me
45. Calculate the total number of geometrical isomers for the following compound :

(A) 2 (B) 4 (C) 8 (D) 16

Ans. (B)

46. Identify the relationship between the following pairs of compound :

H H H
H H
and
H H
H H H

(A) Positional isomers (B) Geometrical isomers

(C) Functional isomers (D) Identical compounds

Ans. (B)

47. Identify the pair of diastereoisomers

Cl Cl
(A) (B)
Cl Cl Cl Cl

Cl Cl
(C) (D)

Ans. (A)

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48. Identify the pair of diastereoisomers :

O O
(A) (B)
O O

Cl Cl
(C) (D)
Br Cl Cl Br

Ans. (A)

49. Identify the pair of diastereoisomers :

(A) (B)

Cl Cl

(C) (D)
Cl Cl
Ans. (A)

H
H Y
50. Newmann projection representation of CH3–CH2–CH–Et about C2–C3 is
X H
CH3 Me

Then X & Y are respectively :

(A) Me, Et (B) H, Et (C) Et, H (D) Et, Me

Ans. (A)
51. The correct stability order of the following species is :-

H H Me
H Me
Me
Me H Me
(a) Me
H H
(c)
(b)
(A) c < a < b (B) c = b < a (C) c < a = b (D) a = b = c
Ans. (C)
52. How many H(Hydrogens) will be replaced by D (Deuterium) in given compound when it is kept in mild

basic medium for a long time.

O –
OD / DOD
Deuterium exchanged product [3]

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(A) 3 (B) 6 (C) 10 (D) 8

Ans. (C)

53. Which one of the following will not show geometrical isomerism :

Et Me
O
(A) (B)

Me NH

NH O O
(C) (D)

Ans. (D)

54. Write the number of minimum carbon atoms required for chiral molecule in following compound.

(i) sp and sp3 (ii) sp and sp2 (iii) only sp2 (iv) sp2 and sp3

(A) 5,5,5,8 (B) 5,4,5,7 (C) 4,4,6,7 (D) 4,4,4,6

Ans. (C)

55. Select the correct statement.

(A) Boat form of cyclohexane has a C2 axis and three plane of symmetry

(B) In the threo isomer of PhCH(OH)CH(NR2) Ph the most stable conformer is one in which two Ph group are guache to

each other

(C) CH4 molecule has 4-POS present in the molecule.

(D) None

Ans. (B)

56. How many plane of symmetry are present in following compound :

(A) 0 (B) 1 (C) 2 (D) 3

Ans. (C)

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57. A 1.20 gm sample of cocaine, [  ]D = – 16° was dissolved in 7.50 mL of chloroform and placed in a polarimeter tube

having path length of 5.00 cm. Calculate the observer rotation ?

(A) +1.3° (B) –2.6° (C) +2.6° (D) –1.3°

Ans. (D)

58. Compound showing geometrical isomerism :

A B C D E
(A) A only (B) B only (C) B & C (D) C & D

Ans. (C)

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Multiple Choice Exercise

1. Which of the following statement is/are correct :
(A) Cis 1,2-dichloroethene is relatively more stable than its trans form
(B) Trans cyclohexadecene is relatively more stable than its cis form
(C) Cis form of 1,3,5-trimethylchlohexane is relatively more stable than its trans form
(D) None of these

Ans. (A,B,C)

2. Which of the following is/are incorrect :

(A) CH3–CH2–CH2–CN and CH3–CH–CH3 are positional isomers

CN
(B) CH3–CH–O–CH3 and CH3–CH2–O–CH2–CH3 are positional isomers
CH3

O OH

(C) and are functional group isomers

O O HO OH
CH3
(D) CH3–C=CH2 and are ring chain isomers

Ans. (A,B,C)

3. Which will show geometrical isomerism :

Cl Cl
D D D D
T T
(A) H H (B) (C) (D)
H H

Ans. (A,B,C)
4. Which will show geometrical isomerism :
H3C
(A) CH3CH=NOH (B) (C) C=NOH (D) HO–N=N–OH
H3C
Ans. (A,B,D)
5. Select true statement(s) :

(A) Resonance effects bond length

(B) cis-1-bromo-1,2-difluoro ethene and Z-1 bromo-1,2-difluoro ethane are geometrical isomerism

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O
COH
(C) In H2C most acidic H is connected directly to oxygen not on carbon
COH
O OH
OH OH
(D) Boiling point of is less than

Ans. (A,B,C,D)

6. Select the correct statement for the following species.

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

(A) I & II are geometrical isomers (B) II & III are geometrical isomers

(C) III & IV are conformers (D) I & IV are conformers

Ans. (B,C)

7. Which of the following molecules, in pure from, is (are) unstable at room temperature ?

O O

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

Ans. (B,C)

8. Which of the following molecule(s) show the plane of symmetry as well as axis of symmetry ?

Me
Cl
Br H
(A) Me (B)

H Br Me Cl

D D
Cl

(C) (D)

Cl
Cl

Ans. (B,D)

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9. The C3 axis of symmetry is present in which of the following compounds ?

H
Cl
H B H
N N
(A) B B (B) (C) (D)
H N H
H Cl Cl

Ans. (A,B,C,D)

10. Which of the following compounds are chiral ?

Br H H + H
(A) (B) N
C2H5–O–C C6H5
H Br

H H
C C C C C
O C
(C) (D)
C
H CH3 NO2 NO2
Ans. (A,B,C)
11. In which of the following case correct relationship is given ?

H3 C Br CH3
Br

(A) Enantiomers

H Br Br H

(B) Enantiomers
Br H H Br
H Br Br H

Br I Br I

(C) Diastereomers
HO CH3 HO CH3

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(D) Cl Cl Enantiomers
Br Br

Ans. (B,C,D)
12. Identify amongst the following compounds having plane of symmetry, centre of symmetry and axis of symmetry :

Me Cl Cl H
Cl H Cl
Cl H Me Ph H H
(A) (B) (C) H (D) Ph
Cl Cl H
H H H Cl

Ans. (A,B)
13. Identify diastereo isomeric pairs :

COOH
COOH

(A) and

OH OH

(B) and

Cl Cl

(C) HO OH and HO OH

Cl Cl

Cl Cl
Cl Cl

(D) and

Me H
H Me
Ans. (A,B,C,D)

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14. Identify the optically active compound :

H Cl H
H Me H
H
(A) (B)
Me H H H
H Br H

Ph Cl
Br Cl
(C) (D)
Cl OH Ph H

Ans. (C,D)

15. Which of the following molecules is /are optically active ?

H 3C H3C
H H
H H
H OH H OH
(A) CH3 (B) H
H H
H CH3

H
H
Br
(C) (D) Br Me
OH Me

Ans. (A,C,D)
16. Identify the structure of meso compounds :

D D Cl
H3C OH
CH3 CH3 CH3
H H D
Cl D
CH3
(A) D (B) (C) (D) T
H Me
D H D H3C OH
CH3

Ans. (A,B,C)
17. Identify the structure of meso compounds :

D H3C CH3
OH CH3 CH3
H CH3 H H OH
(A) (B)
CH3 (C) (D) Br D
H3C OH HO H Br D
D H
CH3 CH3
Ans. (B,D)

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18. Identify the structure of optically inactive compounds :

D Cl
CH3 HO OH CH3 HO OH
H D
(A) (B) (C) Cl (D)
D
H
D H
CH3

Ans. (A,B,D)

19. Identify the structure of identical compounds :

HH

(A) (B) (C) CH2 (D)

Cl Cl Cl Cl Cl Cl
Cl
Cl
Ans. (C,D)

20. Identify the pair of diastereoisomers :

O O
(A) (B)
O O

Cl Cl
(C) (D)

Ans. (C,D)
21. In which of the following reaction a racemic mixture will be formed.

N N
(A) H3C DCl (B) H3C HCl
H CH2CH3 
 H CH2CH3  

N N
(C) H3C CH2CH3
DCl
   (D) H3C D
HCl
CH2CH3  
D
Ans. (A, D)

22. Which of the following compounds will show tautomerism :

O
O O
(A) C–ND2 (B) O (C ) C (D)

N–OH
Ans. (A, D)

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Misceleneous Exercise
Statement Type Questions

F F

1. Statement-1 :

F F
(I) (II)

(I) and (II) are optically active molecules.

Statement-2 : Molecules containing plane of symmetry or centre of symmetry or both cannot be optically active.

(A) Statement-1 is true, statement-2 is true and statement-2 is correct explanation for statement-1

(B) Statement-1 is true, statement-2 is true and statement-2 is NOT the correct explanation for statement-1

(C) Statement-1 is false, statement-2 is true.

(D) Statement-1 is true, statement-2 is false.

2. Statement-1 : The enol form of O O is less stable.

O
Statement-2 : The enol form has opposite charge separation.

(A) Statement-1 is true, statement-2 is true and statement-2 is correct explanation for statement-1

(B) Statement-1 is true, statement-2 is true and statement-2 is NOT the correct explanation for statement-1

(C) Statement-1 is false, statement-2 is true

(D) Statement-1 is true, statement-2 is false.

H5C2 Cl H5C 2 Cl
3. Statement-1 : C=C and Br C=C are structural isomers.
H3C Br CH3
Statement-2 : The above mentioned compound can show geometrical isomerism.

(A) Statement-1 is true, statement-2 is true and statement-2 is correct explanation for statement-1.

(B) Statement-1 is true, statement-2 is true and statement-2 is NOT the correct explanation for statement-1

(C) Statement-1 is true, statement-2 is false.

(D) Statement-1 is false, statement-2 is true.

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Integer Type :

4. Number of compound having COOH groups ?

(i) Picric acid (ii) Citric acid (iii) Barbituric acid (iv) Carblic acid

(v) Salicyclic acid (vi) Cinnammic acid (vii) Aspirin (viii) Salicylaldehyde

(ix) Ascorbic acid (x) Benzene sulphonic acid

5. Find relationship between following pairs.

Me Me F Cl
H OH Me OH Cl Br F Br
(a) H OH & HO H (b) Cl Br & Br I
H OH H Me
I Cl
Me OH
SH SH OH

(c) CH3CH2CH2–CHO & CH–CH–CH (d) OH &

3 3

CHO
Br Br Br OH
H
Br
(e) & (f) OH & D
H
D T
T
6. How many total number of structural isomers of C4H6Cl2 are possible having 3-membered cyclic structures.

7. How many compounds of formula C5H10 are incapable of showing stereoisomerism.

8. (a) How many plane of symmetry are present in prismane (C6H6) ?

(B) How many chiral centres are present in the following compound?

(C) Minimum carbon atoms required for an hydrocarbon alkane to show optical isomerism.

9. Among following pairs which will require lower heat of activation for cis-trans inter conversion :

(a) Me–CH=CH–Me & Me–CH=CH–OMe

(b) CH=CH & CH=CH NO2

(c) CH=CH & CH=CH OMe

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(d) O2N CH=CH NO2 & O2N CH=CH OMe

(e) Me–O–C–CH=CH–C–O–Me & Me–O–C–CH=CH–O–C–Me

O O O O
Me
Me
(f) &
Me Me
Me Me
Me
(h) &

Me

10. Calculate total number of geometrical isomers in following compound :

(i) CH3–CH=CH–CH=CH–CH=CH–CH3

(ii) CH2=C=CH–CH2–CH=C=C=CH–Me

Me
(iii) (iv) (v) Br–CH=C=C=CH–CH=CH–Br
D
11. How many total number of structural isomers of C4H6Cl2 are possible having cyclic structures.

12. What will be the effect on dipole moment of following compounds, when temperature is increased.

(a) cis-1,2-dichloro ethene

(b) 1,2-dichloro ethane

Explain with suitable explanation in each case.

13. How many stereoisomers are possible for the following compound ?
O
N
NH
N N NH2
HO O

O
HO P O
OH

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14. How many compounds are optically active ?

N N N N
(a) (b)
N

COOH
Br
(c) (d) Br (e)
Br
Br COOH

NO2 Cl Cl
O
(f) (g) (h)
O
Br Br NO2

(i) (j) (k) () Br

I

Cl

15. How many compounds are optically inactive ?

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

O O NH
(e) (f) (g) (h)
HN O O

O HN
(i) (j) (k) ()
O NH

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Cl Cl
(m) (n) (o) (p)

Cl Cl

O
(q)

16. How many geometrical isomers are possible for the following compound ?

H3C CH3

H3C CH3

17. How many geometrical isomers are possible for the following compound ?

Ph COOH

HOOC Ph

18. How many stereoisomers are possible for the following compound ?

CH3
Cl Br
Cl Br
H3C CH3
Br Cl
Cl Br
CH3

19. What is the lowest molecular weight of a saturated cyclic hydrocarbon which has all its carbon atoms different.
20. Calculate molecular weight of the lowest alkane containing a sequence of 1°, 2°, 3° and 4° carbon atoms.
21. For the conformational isomers, the net dipole moment is µobs =  µixi where µobs = observed dipole moment of the
compound µi = dipole moment of the stable conformational isomers xi = mole fraction of stable conformers for the
compound Cl – CH2 – CH2 – Cl, if Xanti = 0.7 and µobs = 2D, then find µgauche

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Comprehension Type :

Paragraph for Q.No. 22 to 24

OH
H
OH Ph
H H OPh
(I) (II) (III) (IV) H
H Br H Ph H Br
Br OH
Br Ph

H
Ph OH
HO H Br
(V) (VI)
H Br Ph
Ph
22. Correct statement is

(A) I and III are enantiomers (B) III and V are diastereomers

(C) I and IV are identical (D) I and VI are diastereomers

23. Diastereomeric pair is :

(A) I and II (B) I and VI (C) II and V (D) III and VI

24. If Br is attached in place of –OH group in structure “V” (with same stereochemistry) than resultant structure is :

(A) Meso

(B) Threo

(C) Structure has odd degree of unstaturation

(D) Structure is identical to (I) compound

Paragraph - 2 (Q. 25 to Q. 29)
Observe the following compound ‘P’ and given answer

(1)
H I
(4)
O (6)
D
H
(5)
D
(3)
(2)D Br
(P)

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25. The enol form of ‘P’ is formed by ionization at position :

(A) 1 (B) 2 (C) 3 (D) 4
26. A stable carbocation is formed by ionisation at position :
(A) 3 (B) 1 (C) 4 (D) 2
27. The ozonolysis product of P, (by using reductive ozonolysis) gives negative test with
(A) 2, 4-Dinitrophenyl hydrazine (B) Ammonical silver nitrate
(C) I2 / OH– (Iodoform test) (C) Ammonical cuprous chloride
28. The carbocation of ‘P’ obtained by ionisation of X– (halide ion), can be observed at position/s :
(A) 3, 5 (B) 3, 6 (C) 5, 6 (D) 4, 5
29. The total number of chiral centres in ‘P’ is
(A) 1 (B) 2 (C) 3 (D) 4
Match the Column
30. Match the column :
Column - I Column -I I

CH3 H
H CH3OH H3C CH3NH2
(A) and (p) Structural isomers
NH3 OH

CH3 Cl
H Cl H CH3
(B) and (q) Identical
Et Et

CH3 H
H OH H3C Et
(C) and (r) Enantiomers
Et OH

H5C2 H5C2
(D) and (s) Diasteromers
OH H H OH
31. Match List - I, List - II & List - III :
List - I List - II List - III

CH3 H CH3
Br H HO H
H C C
(A) HO (1) (i) (2R, 3R)
CH3 CH3 Br

CH3 H
CH3
HO H
Br C C OH
(B) Br H (2) (ii) (2S, 3S)
CH3 CH3
H

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CH3 H
CH3
H OH
H HO C C Br
(C) Br (3) (iii) (2S, 3R)
CH3
CH3 H

CH3 H
CH3
HO H Br OH
Br C C
(D) H (4) (iv) (2R, 3S)
CH3 H CH3

32. Match the Column (I) and (II)

Column (I) Column (II)
Molecules Relationship

Cl Cl
(a) and p Identical
CH3 CH3

Cl Cl
(b) and q Enantiometer
CH3 CH3

Cl CH3
(c) and r Diastereomer
CH3 Cl

Cl Cl
(d) and s Structural Isomerism
CH3
CH3
33. Match the Column (I), (II) and (III). Matrix
Column (I) Column II Column III
Property Molecules No. of Chiral Centre

CH3 CHDCl
C C
(a) (p) Optically active (w) 0
H H

CH3
(b) (q) Optically inactive (x) 1
CH3

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O

(c) CH3 N HCl (r) Plane of symmetry (y) 2
Et

H H
(d) (s) Centre of symmetry (z) 3
Cl Cl

34. Match the Column (I) and (II). (Matrix)

Column I Column II
Molecule Property

Me
H

(a) (p) Meso compound

Me
H

(b) (q) Achiral

H
Me

Me
H

(c) H (r) Chiral compound

Me

Me
H

(d) Me (s) Compound will show geometrical isomerism

Me
H
H

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