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NEET

Chemistry

ISOMERISM

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 ISOMERISM

EXERCISE-I (Conceptual Questions)EXERCISE-I

STRUCTURAL ISOMERISM 7. HCºC–CH2–CH–CH3 & CH3–CºC–CH–CH3 are

CH3 CH3
1. CH 3CHOHCH 2CHO and CH 3CH 2CH 2COOH
constitute a pair of :- (1) Chain isomer (2) Homologous
(1) Position isomers (2) Metamers (3) Position isomer (4) None
(3) Optical isomers (4) Functional isomers
8. How many structural isomer are possible for C 5H8
having one triple bond ?
2. The minimum number of carbon atoms present in
(1) 4 (2) 3
an organic compound to show chain isomerism is
(3) 5 (4) 1
(1) 2 (3) 3 (3) 5 (4) 4
SR0094
GEOMETRICAL AND OPTICAL ISOMERISM
3. CH3—NH—C2H5 and (CH3)3N show which type of
isomerism :- H3C H
C C H
(1) Position (2) Functional 9. H3C C Exhibits :-
H3C COOH
(3) Chain (4) None
(1) Tautomerism
(2) Optical isomerism
4. CH3 CH CH2 C O and (3) Geometrical isomerism
Cl H (4) Geometrical and optical isomerism

CH3 CH2 CH2 C Cl

O COOH
are constitute a pair of :- H OH
10. Meso–tartaric acid H OH is optically
(1) Position isomers
(2) Metamers COOH
(3) Optical isomers inactive due to the presence of :-
(4) Functional group isomers (1) Molecular symmetry
(2) Molecular asymmetry
(3) External compensation
5. Which are metamers :- (4) Two asymmetric carbon atoms

(1)CH3–O–CH2CH2CH3, CH3–CH2–O–CH2–CH3

(2)C2H5–O–C2H5, CH3CH2CH2CH2OH 11. Identify R configuration :

(3)CH3–O–C2H5, CH3–CH2–O–CH3 COOH CN

(4)CH3– C –CH3, CH3–CH2– C –H
(1) H (2) CH3 C CH
O O
CH3 CH2OH

6. Which similarity is necessary for isomerism– CHO COOH

(1) Molecular formula
(2) Structure formula (3) H OH (4) H2N H
(3) Physical formula
(4) Chemical formula CH2OH CH3

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 ISOMERISM
12. Among the following structure I to III CONFORMATIONAL ISOMERISM
, , 15. Which conformation of butane will have the minimum
energy :-
(1) Gauche
It is true that :- (2) Anti/staggered
(1) All three are chiral compounds (3) Eclipsed
(2) Only I and II are chiral compounds (4) None
(3) Only II is chiral compound
(4) Only I and III are chiral compounds 16. Which of the following are true statements.
SE0026 (a) Alkanes have infinite no. of conformation

13. Which one of the following is a meso–compound. (b) The rotation is hindered due to repulsive
interaction called torsional strain
(c) The barrier is about 50 kJ/mole
(1) (2) (d) The barrier is about 1-20 kJ/mole
(1) a, b, d (2) a, b, c
(3) only b (4) only a, d

17. Which of the following has minimum steric strain?

(3) (4)
H CH3
H H H H
(1) (2)
H CH3 H H
CH3 CH3
14. Which compound is optical active –
H H
H OH H H H H
(3) (4)
(1) CH3 C COOH (2) CH3 C COOH H H H H

H H CH3 H

CH3 CH3

(3) CH3 C COOH (4) CH3 C COOH

OH Cl

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 ISOMERISM

EXERCISE-II (Previous Year Questions)

AIPMT-2006 6. Which of the following conformers for ethylene glycol
1. Which of the following is not chiral :- is most stable :-
(1) 2–Butanol OH OH
(2) 2,3–Dibromo pentane OH H
(3) 3–Bromo pentane (1) (2)
H HO
(4) 2–Hydroxy propanoic acid H H
H H H
H

OH OH
AIPMT-2007
H OH H H
2. CH3—CHCl—CH2—CH3 has a chiral centre which (3) (4)
H H H
one of the following represents its R configuration H
H OH
C2H5 C2H5
(1) H CH3 (2) Cl CH3
AIPMT Pre.-2012
Cl H
7. Which of the following acids does not exhibit optical
CH3 C2H5
isomerism? Telegram @neetquestionpaper
(3) H Cl (4) H3C Cl (1) Lactic acid (2) Tartaric acid
(3) Maleic acid (4) a-amino acids
C2H5 H
SE0039
AIPMT Mains-2011
AIPMT-2008
8. The IUPAC name of the following compound
3. How many stereoisomer does this molecule have
CH3CH=CHCH2CHBrCH3
Cl CH2CH3
(1) 8 (2) 2 (3) 4 (4) 6
is :-
AIPMT-2009 CH3 I

4. Which of the following compounds will exhibit (1) cis-2-chloro-3-iodo-2-pentene

cis-trans (geometrical) isomerism ? (2) trans-2-chloro-3-iodo-2-pentene
(1) 1-Butanol (2) 2-Butene
(3) cis-3-iodo-4-chloro-3-pentene
(3) 2-Butanol (4) 2-Butyne
(4) trans-3-iodo-4-chloro-3-pentene

AIPMT-2010
Re-AIPMT-2015
5. In the following the most stable conformation of
n–butane is :- 9. Two possible stereo-structures of
CH3 CH3CHOH.COOH, which are optically active, are
CH3
H H CH3 called :-
(1) Enantiomers
(1) (2) (2) Mesomers
H H H
H H3C H (3) Diastereomers
H
(4) Atropisomers
CH3
CH 3
H H CH 3
10. The number of structural isomers possible from the
(3) (4) molecular formula C3H9N is :
H H H
H (1) 2 (2) 3 (3) 4 (4) 5
CH3 H H

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 ISOMERISM

NEET-I 2016 NEET-II 2016

11. Which of the following biphenyls is optically active? 13. The correct corresponding order names of four
O2N aldoses with configuration given below
CHO CHO
(1) H OH HO H
I H OH H OH
Br Br CH2OH CH2OH
CHO CHO
(2) HO H H OH
I I HO H HO H
I CH2OH CH2OH
respectively, is :-
(3) (1) L-erythrose, L-threose, D-erythrose, D-threose
I (2) D-erythrose, D-threose, L-erythrose, L-threose
CH3 (3) L-erythrose, L-threose, L-erythrose, D-threose
(4) D-threose, D-erythrose, L-threose, L-erythrose
(4)
CH3
NEET(UG) 2017
14. With respect to the conformers of ethane, which of
12. The correct statement regarding the comparison
the following statements is true ?
of staggered and eclipsed conformation of ethane,
is :- (1) Bond angle changes but bond length remains
(1) The staggered conformation of ethane is less same
stable than eclipsed conformation, because
staggered conformation has torsional strain (2) Both bond angle and bond length change
(2) The eclipsed conformation of ethane is more (3) Both bond angles and bond length remains
stable than staggered conformation, because same
eclipsed conformation has no torsional strain
(3) The eclipsed conformation of ethane is more (4) Bond angle remains same but bond length
stable than staggered conformation even changes
through the eclipsed conformation has torsional
strain
(4) The staggered conformation of ethane is more
stable than eclipsed conformation, because
staggered conformation has no torsional strain.

15. The compound which shows metamerism is: NEET - 2021

(1) C5H12 (2) C3H8O (3) C3H6O (4) C4H100

16. Dihedral angle of least stable conformer of ethane is NEET - 2021

(1) 120° (2) 180° (3) 60° (4) 0°

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 ISOMERISM

EXERCISE-III
1. Which of the following does not contain any 5. How many isomers of C5H11OH will be primary
asymmetric carbon but can show enantiomerism:- alcohols (exclude stereoisomers) :–
(1) Lactic acid (2) 1,3-pentadiene (1) 2 (2) 3 (3) 4 (4) 6
(3) Tartaric acid (4) 2,3-pentadiene

6. The minimum number of carbon atoms in ketone

2. Which of the following represents the structure
having cis arrangement around each double to show metamerism :–
bond :- (1) 3 (2) 4 (3) 5 (4) 6

(1) 7. The total number of configurational isomers of the

given compound are :-
(2) CH3–CH=CHCHOHCHOHCH3
(1) 2 (2) 4 (3) 6 (4) 8
(3)

COOH COOH
(4) H OH H 3C OH
8. and are :-
HO CH3 HO H
COOH COOH
3. The complete IUPAC name of the compound :- (1) Enantiomers (2) Position isomers
(3) Geometrical isomers (4) Homomers

9. Which of the following is not a metamer of C4H10O

(1) (R)-1-Bromo-1-phenyl ethane
(2) (S)-1-Bromo-1-phenyl ethane (1) Diethyl ether
(3) (E)-1-Bromo-1-phenyl ethane (2) Methyl n-propyl ether
(4) (Z)-1-Bromo-1-phenyl ethane (3) 2–Methoxy propane
(4) Isobutyl alcohol

4. Which one of the following is the most stable 10. How many compounds among the following are
conformation of 2, 3–butanediol :– chiral ?
H HO H
H3C H3C
(1) (2) OH Br
Br Br

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

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 ISOMERISM

EXERCISE-I ANSWER KEY

Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15
Ans. 4 4 2 4 1 1 3 2 2 1 3 2 4 2 2
Que. 16 17
Ans. 1 4

EXERCISE-II (Previous Year Questions) ANSWER KEY

Que. 1 2 3 4 5 6 7 8 9 10 11 12 13 14
Ans. 3 2 3 2 3 3 3 2 1 3 2 4 2 3
Que. 15 16
Ans. 4 4

EXERCISE-III ANSWER KEY

Que. 1 2 3 4 5 6 7 8 9 10
Ans. 4 2 1 3 3 3 4 4 4 3

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Rajeev Gandhi Nagar, Kota (Raj.) Pin Code : 324005