CPP FIITJEE ISOMERISM

Single Correct Choice Type

1. Which of the following would exhibit cis-trans isomerism?
(A) CH2CH2CH = CH2 (B) ClCH = CH – Cl
(C) ClCH = CCl2 (D) CH2 = CH – COOH

2. Which of the following compounds will show geometrical isomerism?

(A) 2-pentyne (B) 2-pentene
(C) 2-methylpropene (D) 2-methyl-2-butene

3. Geometrical isomers are possible for

(A) CH3CH2 - C - CH2CH3 (B) CH3CH2 - C - CH3

NOH O
(C) CH3CH2 - C - CH3 (D) C6H5 - C - C6H5

N - OH O

4. Cis-trans isomerism is shown by:

(A) (B)

(C) (D)

5. Which of the following will form geometrical isomers?

Cl

(A) (B) CH3CH = NOH

Cl

(C) (D) All of these

6. Which among the following compounds will show geometrical isomers?

(A) CH3 – CH = CH2 (B) CH3 - C = CH2

CH3
(C) CH3 - C = CHD (D) CH3 – CH = CHD

CH3

7. How many stereo isomers are possible for the following molecule?
H3C
CH - CH = CHCOOH
H3C
(A) 1 (B) 2
(C) 3 (D) 4

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8. What are the correct designations for the structure below?
CH
Cl
COOH
(A) E, E (B) Z, E
(C) E, Z (D) No stereoisomerism is possible

9. Assign double bond configuration to the following:

COOH

CH2OH
NC

H2 C - H2 C CN
(A) E (B) Z
(C) E, Z (D) Z, Z

10. Which of the following does not have any geometrical isomers?
Cl Cl

Cl Cl
(A) (B)

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

Cl
Cl

11.

How many geometrical isomers are possible for the above compound?
(A) 3 (B) 4
(C) 6 (D) 8
CH3
12.
CH3
How many geometrical isomers are possible for the above compound?
(A) 0 (B) 2
(C) 3 (D) 4
H 1 H
13. C = C =C
H 2 H
Choose the correct relation between 1 & 2?
(A) 1 = 2 (B) 1 > 2

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 (C) 1 < 2 (D) 2 = 21
H 1 H
14. C = C = C =C
H 2 H
Choose the correct relation between 1 & 2?
(A) 1 = 2 (B) 1 > 2
(C) 1 < 2 (D) 2 = 21

CH3

15. CH3

CH3
How many geometrical isomers are possible for the above compound?
(A) 0 (B) 2
(C) 3 (D) 4

16. CH2 = CH – CH = CH – CH = CH2

How many geometrical isomers are possible for the above compound?
(A) 2 (B) 3
(C) 4 (D) 8

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

Br Cl F Et
(A) C C (B) C C
I Cl Cl Et
CH3 H3C CH3
(C) C (D) C
CH3 H3C CH3

18. CH3 - CH = C - C = CH - CH3

Br Cl
How many geometrical isomers are possible for the above compound?
(A) 2 (B) 3
(C) 4 (D) 6

19. CH3 - CH = C - C = CH - CH3

Br Br
How many geometrical isomers are possible for the above compound?
(A) 2 (B) 3
(C) 4 (D) 6

20. How many structural isomers are possible with molecular formula C4H10O?
(A) four (B) five
(C) six (D) seven

21. Which is not an isomer of C5H10?

(A) (B)

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 (C) (D)

22. HO  CH2  CH2  F

 2  3
Which conformer of above compound is most stable across C2  C3
(A) staggered (B) eclipsed (partially)
(C) gauche (D) fully eclipsed

23. Which is the lowest energy conformation of butane?

H H
H CH3 H3C CH3

(A) H
(B) H
H H
H3 C H H H
H H H H
H H
CH3 CH3
H H H3 C H
(C) H H (D) H H
H H H
H
H H CH H H H
3 H H
24. Which of the following has least hindered rotation about carbon-carbon bond?
(A) ethylene glycol (B) ethylene
(C) acetylene (D) hexafluoroethane.

25. How many structural isomers are possible with molecular formula C4H10O?
(A) four (B) five (C) six (D) seven

Paragraph for Question Nos. 26 - 27

Read the paragraph carefully and answer the following questions:

Conformational isomers are generated due to the free rotation about single bond. Due to torsional
strain eclipsed form in less thermodynamically stable than staggered form. The gauche is specific
conformer of staggered in which bulky groups are oriented closer to one another. Hence, generally
gauche form is less stable than staggered form. But sometimes it is not true when hydrogen
bonding is present

26. The most stable conformer of 2-fluoro ethanol is

F F

H H H OH

(A) (B)
H H H H

OH H
H F H H
H H OH H OH F
H
(C) (D)

HH HH
HH HH

27. Which of the following conformer is optically active?

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 CH3 CH3

D H H CH3

(A) (B)
H D H D

CH3 D
CH3
CH3 CH3
H H

(C) (D)
D H H H
D H
CH3

Cl Cl Cl Cl

28.

Br Br Br Br
(A) (B)
Relationship between above pair (A) & (B) is:
(A) Enantiomer (B) Diastereomers
(C) Identical (D) Structural isomer

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

(A) 2 (B) 3
(C) 4 (D) 8

30. The number of stereoisomers formed by the given compound is:

H
H3C N O

O N CH3
H
(A) 2 (B) 3
(C) 4 (D) 8

31. Which of the following structure represent meso-compound?

Me H Br
H
Me
(A) (B) Br
Me H
Me H O

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 CH2OH
H OH
OH CH2OH
(C) (D)
H

32. The maximum number of stereoisomers that could exist for the compound below?
Br Br

Br Br
(A) 6 (B) 8
(C) 10 (D) 16

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

&

(A) Identical (B) diastereomers

(C) enantiomers (D) none of the above

34. Find out enantiomeric structure of the following compound?

Ph COOH

O
O O
(A) (B)

Ph COOH Ph COOH
Ph COOH Ph COOH

(C) (D)

O O

35. Which of the following molecules is expected to rotate the plane polarized light?
O

(A) (B) Cl

H
OH CH3
(C) (D)
OH

36. Which of the following compounds is optically active?

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 Cl Cl

(A) (B)

Br Br
Cl

(C) (D)
Cl Cl
Cl

CH3 - CH - CH - COOH
37. The number of enantiomers of the compound is:
Br Br
(A) 2 (B) 3
(C) 4 (D) 6

38. How many atoms will be bisect during plane of symmetry?

Cl

Cl
(A) 2 (B) 4
(C) 6 (D) 8

N - OH
R R
39.
HO
N N
R OH
(A) Chiral (B) C3 axis of symmetry
(C) Optically active (D) All of these

40. Which alkene will give meso as the only product with Br2?
H5C6 C6H5 H C6H5
(A) C C (B) C C
H H C6 H5 H
CH3 CH3 H CH3
(C) C C (D) C C
C2H5 C3H7 CH3 H

41. Which of the following would exhibit cis-trans isomerism?

(A) CH2CH2CH = CH2 (B) ClCH = CH – Cl
(C) ClCH = CCl2 (D) CH2 = CH – COOH

42. Which of the following compounds will show geometrical isomerism?

(A) 2-pentyne (B) 2-pentene
(C) 2-methylpropene (D) 2-methyl-2-butene

43. Geometrical isomers are possible for

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 (A) CH3CH2 - C - CH 2CH3 (B) CH3CH2 - C - CH3

NOH O
(C) CH3CH2 - C - CH3 (D) C6H5 - C - C6H5

N - OH O

44. Cis-trans isomerism is shown by:

(A) (B)

(C) (D)

45. Which of the following will form geometrical isomers?

Cl

(A) (B) CH3CH = NOH

Cl

(C) (D) All of these

46. Which among the following compounds will show geometrical isomers?
(A) CH3 – CH = CH2 (B) CH3 - C = CH 2

CH3
(C) CH3 - C = CHD (D) CH3 – CH = CHD

CH3

47. How many isomers are possible for the following molecule?
H3C
CH - CH = CHCOOH
H3C
(A) 1 (B) 2
(C) 3 (D) 4

48. What are the correct designations for the structure below?
CH
Cl
COOH
(A) E, E (B) Z, E
(C) E, Z (D) No stereoisomerism is possible

49. The functional isomer of ether is

(A) alcohol (B) aldehyde
(C) ketone (D) acid

50. Which of the following compound displays optical isomerism?

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 CH3 CH3

(A) (B)

CH3 CH3
CH3 CH3

(C) (D)

CH3 CH3

ANSWERS
ISOMERISM

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

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