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UMEED 2.0
Isomerism Practice Sheet

Q.1 The total possible number of chain Q.6 Which of the following shows
isomers for the molecular formula tautomerism ?
C5H12 would be – (A) Benzophenone
(A) 3 (B) 2 (B) Benzaldehyde
(C) 4 (D) 5 (C) Di-tert butyl ketone
(D) None of the above
Q.2 & are called as –
(A) Position isomers Q.7 The correct structure of trans-2-hexenal
(B) Chain isomers is -
(C) Function isomers (A) CHO
CHO
(D) Ring chain isomers (B)
(C)
CHO
Q.3 & are – (D) CHO
(A) Tautomers (B) Functional
(C) Position (D) All the above Q.8 Geometrical isomerism is not shown by
(A) 1, 1– dichloro–1–pentene
Q.4 How many aliphatic carbonyl (B) 1, 2– dichloro–1–pentene
compounds are possible having the (C) 1, 3– dichloro–2–pentene
molecular formula C5H10O – (D) 1, 4– dichloro–2–pentene
(A) 4 (B) 5 (C) 6 (D) 7
Q.9 The total number of cyclic isomers
possible for a hydrogen with the
Q.5 Tautomerism is exhibited by -
molecular formula C4H6 is
(A) CH=CH–OH
(A) 2 (B) 4
(C) 5 (D) 8
(B) O
O Q.10 But-2-ene exhibits cis-trans-isomerism
(C) O due to-
O (A) rotation around C3–C4 sigma bond
(D) All the above (B) restricted rotation around C = C
bond
(C) rotation around C1–C2 bond
(D) rotation around C2–C3 double bond
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Q.11 The ‘E-isomer is - (A) -36º (B) 0º

H (C) + 36º (D) Unpredictable
(A) =C
Cl r
H3C CH3 Q.16 Which compound would exhibit optical
(B) C=C isomers–
H H NO2
COOH
CH3 C2H5
(C) C=C (A)
H CH(CH3)2 NO
2 OOH
(D) none of the above CH3
(B) C OH
Q.12 The priority of groups OH, COOH, H3 COOH
HOOC C H
CHO, OCH3 attached to a chiral carbon
is in order - (C) C

(A) OH > COOH > CHO > OCH3 H COOH

(B) OCH3 > OH > CHO > COOH

(C) OCH3 > OH > COOH > CHO (D) (D) CHO

(D) OCH3 > COOH > CHO > OH

Q.17 The two isomers given below are -
COOH HOOC
Et
(i) H–C–OH (ii) HO–C–H
Q.13 Me * OH It has chiral centre (*). It is- H–C–OH
HO–C–H
H COOH HOOC
(A) R (B) S (A) enantiomers
(C) Both (D) None (B) diastereomers
(C) mesomers
Q.14 The number of optically active isomers (D) position isomers
possible for -
CH3CH–CH–CH–CH2OH is - Q.18 Which of the following compounds
OH OH OH possesses a chiral centre -
H OH H OH
(A) 2 (B) 4 (C) 6 (D) 8 CH3
(A) (B)

Q.15 If optical rotation produced by O O

H Br
CH3 Cl Br
H (C) (D)
C𝑙 is + 36º then that produced
C𝑙 H
CH3
CH3 Q.19 How may meso steroisomers are possible
H C𝑙 for 2, 3, 4-pentanetriol -
by is -
H (A) 1 (B) 2 (C) 3 (D) None
C𝑙
CH3
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Q.20 How many asymmetric carbon atoms are Q.25 CH3 - CH2 - CH2 - CH3. There is free rotation
present in - about (C2 – C3) bond. The same most stable
(i) 1,2-dimethyl cyclohexane form is repeated after rotation of -
(ii) 3-methyl cyclopentene (A) 60º (B) 120º
(iii) 3-methyl cyclohexene (C) 240º (D) 360º
(A) Two, one, one (B) One, one one
(C) Two, none, two (D) Two, none, one Q.26 The eclipsed and staggered conformation of
ethane is due to -
(A) Free rotation about C-C single bond
Q.21 Which of the following contain asymmetric (B) Restricted rotation about C - C single bond
carbon atom – (C) Absence of rotation about C - C bond
(A) CH3 - CH2 - CH2 - Br (D) None of the above
(B) CH3–CH–
Q.27 What are the type of isomers in following pairs-
Br CH3 CH3
(C) CH3–CH2–CH–CH3 CH3 H CH3
H
Br
and
(D) Both B & C H H
H H
H CH3 H
Q.22 Following two isomers are – (A) Conformers (B) Position
COOH COOH (C) Optical (D) Geometrical
H Cl H Cl
Cl H H Cl Q.28 At room temperature the eclipsed and the
COOH COOH staggered forms of ethane cannot be isolated
(A) Enantiomers (B) Mesomers because -
(A) both the conformers are equally stable
(C) Diastereomers (D) Position isomers
(B) They interconvert rapidly
(C) there is a large energy barrier of rotation
Q.23 Optical activity is expected for –
about the -bond
(A) 2–Methyl propanoic acid
(D) the energy difference between the
(B) Methyl 2–methyl propanoate conformers is large
(C) Methyl 2–chloro propanoate
(D) Propanoic acid Q.29 The pair of structures represents -
H Me Me H Me H
Q.24 Molecular formulae of an optically active
organic compound is C4H10O . Its structure
H H H CH2Cl H
is Cl
(A) C2H5OC2 H5 (A) Enantiomers (B) Position isomers
(B) CH3OC3 H7 (C) Conformers (D) None of these
(C) CH3CH2CH2CH2OH
(D) CH3CHOHCH2CH3
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Q.30 The most stable conformation of 2, 3-

dimethylbutane is -
CH3 CH3
H CH3 CH3
(A) (B)
H H CH3
CH3 CH3
CH3
H3C CH3 CH3
(C) (D) H3C CH3
H CH3 H CH3
H
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ANSWER KEY
1. (A) 17. (A)
2. (A) 18. (A)
3. (B) 19. (B)
4. (D) 20. (A)
5. (D)
21. (D)
6. (D)
22. (C)
7.` (B)
23.` (C)
8. (A)
9. (C) 24. (D)
10. (B) 25. (D)
11. (C) 26. (A)
12. (C) 27. (A)
13. (B) 28. (B)
14. (D) 29.` (B)
15. (B) 30. (B)
16.` (A)

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