Isomerism

Practice Sheet

1. The number of primary alcohols possible with the formula C4H10O is-
(A) 2 (B) 3 (C) 4 (D) 5

2. Which of the following will lead to maximum enolisation:

(A) CH3COCH3 (B) CH3COCH2CHO

(C) (D)

3. Which of the following compounds is not chiral?

(A) DCH2CH2CH2Cl (B) CH3CHDCH2Cl
(C) CH3CHClCH2D (D) CH3CH2CHDCl

4. Consider the following structures (A), (B), (C) and (D) -

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

Which of the following statements is not correct

(A) B and C are identical (B) A and B are enantiomers
(C) A and C are enantiomers (D) B and D are enantiomers

5. The total number of stereoisomers of the compound

is -

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

6. (+) – Mandelic acid has a specific rotation of + 158°. What would be the observed specific rotation
of a mixture of 25% (–) -mandelic acid and 75% (+) -mandelidc acid:
(A) +118.5 (B) –118.5 (C) –79 (D) +79

7. If C2 in below compound is rotated by 120° angle in anticlockwise direction along C2 – C3, which of
the following form will be produced:

(A) Partial eclipsed (B) Perfectly eclipsed (C) Perfectly staggered (D) Gauche conformation
8. Tautomerism is not shown by :

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

9. Which two Fischer formulas represent a pair of enantiomers?

(A) I & II (B) III & IV (C) I & IV (D) II & III

10. Which of the following is properly classified as a meso compound?

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

11. Examine the compound given below. How many stereoisomers having this constitution are possible?

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

12. Which of the following is (2R, 3S)-2,3-pentanediol?

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

13. Consider the following compounds:

Choose the correct statements:

(A) I and III are enantiomers (B) I and II are diastereomers
(C) II and III are diastereomers (D) I, II and III are all optically active
14. Which one of the following is the most stable conformer?

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

15. Which of the following pairs of compounds are functional isomers -

(A) and (B) and

(C) and (D) and

16. Match the column :

Column-II
Column-I
(Types of
(Compound)
isomerism)
and
(a) (p)Metamerism

and
Chain
(b) (q)
isomerism

and
Ring chain
(c) (r)
isomerism

and Functional
(d) (s)
isomerism

(A) (a)–(q), (b)–(s), (c)–(p), (d)–(r) (B) (a)–(q), (b)–(s), (c)–(r), (d)–(p) (C)
(a)–(p), (b)–(q), (c)–(s), (d)–(r) (D) (a)–(q), (b)–(p), (c)–(s), (d)–(r)
17. Match List-I with List-II :
List-I
List-II
(Pair of
(Isomers)
Compounds)
n-propanol and
(A) (I) Metamerism
isopropanol
Methoxypropane
(B) and (II) Chain isomerism
ethoxyethane
Propanone and
(C) (III)Position isomerism
propanal
Functional
Neopentane and
(D) (IV) isomerism
Isopentane
Choose the correct answer from the options given below :
(A) (A)-I, (B)-III, (C)-IV, (D)-II(B) (A)-II, (B)-I, (C)-IV, (D)-III
(C) (A)-III, (B)-I, (C)-II, (D)-IV (D) (A)-III, (B)-I, (C)-IV, (D)-II
18. Which of the given compound gives least enol content ?

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

19. Which of the following compound has highest enol content.

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

20. Which of the following compound will not show tautomerism ?

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

21. Stability order of the followings tautomeric structure in the aqueous solution is :
(i) (ii) (iii)

(A) i > ii > iii (B) iii > ii > i

(C) iii > i > ii (D) i > iii > ii

22. How many isomers of C5H11OH will be primary alcohols?

(A) 2 (B) 3
(C) 4 (D) 6

23. How many aldehydes are possible with molecular formulas C4H8O
(A) 1 (B) 2
(C) 3 (D) 4

24. The total number of benzene derivatives with the molecular formula C6H3Cl3 is -
(A) 2 (B) 3
(C) 4 (D) 5

25. The number of isomeric aldehydes and ketones with formula C5 H10 O are (structural isomers)
(A) 7 (B) 6
(C) 5 (D) 8

26. Which of the following does not show geometrical isomerism?

(A) 1, 2-dichloro - 1- pentene
(B) 1, 3 - dichloro - 2- pentene
(C) 1, 1- dichloro - 1- pentene
(D) 1, 4 - dichloro - 2- pentene
27. Given below are two statements: one is labelled as Assertion (A) and the other is labelled as Reason (R).
Assertion (A): Cis form of alkene is found to be more polar than the trans form
Reason (R): Dipole moment of trans isomer of 2-butene is zero.
In the light of the above statements, choose the correct answer from the options given below:
(A) (A) is false but (R) is true
(B) Both (A) and (R) are true and (R) is the correct explanation of (A)
(C) (A) is true but (R) is false
(D) Both (A) and (R) are true but (R) is not the correct explanation of (A)

28. (i) CH2=CH–CH2–CH2–CH=CH2

(ii) CH2=CH–CH=CH–CH3
(iii) CH3–CH=CH–CH=CH–CH3
The numbers of possible geometrical isomers for the above compounds respectively are :
(A) 0, 2, 4 (B) 2, 2, 4
(C) 0, 3, 3 (D) 0, 2, 3

29. The dihedral angle between two methyl groups in partially eclipsed conformation of n-butane is;
(A) 180° (B) 120°
(C) 90° (D) 109°

30. Newman projection of Butane is given, C-2 is rotated by 120º along C-2 & C-3 bond in the anticlockwise
direction the conformation formed is :

(A) staggered (B) fully eclipsed

(C) gauche (D) partially eclipsed

31. Which statement is correct regarding conformations of n-butane about C2 – C3 bond ?

(A) Anti form is more stable than Gauche form because anti form has minimum steric strain.
(B) Gauche form is more stable than anti form because Gauche form has minimum steric strain.
(C) Anti form is more stable than Gauche form because anti form has tortional strain.
(D) Gauche form is more stable than anti form because Gauche form has tortional strain.

32. Which one of the following is the most stable conformation of 2, 3–butanediol?

(A) (B)

(C) (D)
 33. Which of the following compounds possesses a chiral centre?

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

34. Number of chiral carbon atoms in the compound x, y and z respectively would be :

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

35. Which of the following is optically active : −

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

36. Which of the following is optically active?

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

37. Which of the following molecules is expected to rotated the plane of plane-polarized light ?

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

38. Arrange the following conformational isomers of n-butane in order of their increasing potential energy

[JEE Main - 2021]

(A) II < IV < III < I (B) I < III < IV < II
(C) II < III < IV < I (D) I < IV < III < II

39. The dihedral angle in staggered form of Newman projection of 1, 1, 1-Trichloro ethane is .........
degree. (Round off to the nearest integer) (Round off to the nearest integer)
[JEE Main - 2021]
 ANSWER KEY
1. A 2. D 3. A 4. C 5. C 6. D 7. D
8. C 9. D 10. A 11. D 12. B 13. A,B,C 14. C
15. A 16. A 17. D 18. C 19. B 20. D 21. C
22. C 23. B 24. B 25. A 26. C 27. B 28. D
29. B 30. C 31. A 32. C 33. A 34. A 35. D
36. C 37. A 38. B 39. 60