SUBJECT : NEET-OC COURSE : EXCEL (XII) ELP -1 to 7

Topic : Isomerism
ELP No. 1

1. 1,2-Epoxy propane and Allyl alcohol are:

(1) Position isomers (2) Functional group isomers

(3) Chain isomers (4) Metamers

2. Minimum number of carbon atoms required by an alkane, alkene and alkyne to show chain

isomerism respectively are:

(1) 4,4,4 (2) 4,3,3 (3) 4,5,4 (4) 4,4,5

3. The number of aldehydes and ketones with formula C5H10O are (structural isomers)

(1) 7 (2) 6 (3) 5 (4) 8

4. How many structural isomers are possible for the formula C4H8

(1) 3 (2) 5 (3) 2 (4) 4

5. Total number of ethers having molecular formula C4H10O are (structural only) :

(1) 4 (2) 3 (3) 2 (4) 1

6. Total number of different isomeric amines corresponding to the molecular formula C4H11N

(structural only) :

(1) 4 (2) 8 (3) 5 (4) 2

7. The number of structural isomers for C5H10 are :

(1) 8 (2) 6 (3) 9 (4) 10

8. The formula C3H6O2 represents

(1) Methylethanoate (2) Propanoic acid (3) Ethylmethanoate (4) All of the above.

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9. Number of structural isomers of C6H14 are :-

(1) 6 (2) 5 (3) 4 (4) 3

10. Which of the following compound is isomeric with propanoic acid :-

(1) CH3–C–OC2H5 (2) CH2–CH2–C–H

O OH O
(3) CH3–CH(OH)–CH3 (4) CH3O–CH2–OH

11. Total number of primary alcohols having molecular formula C5H12O (Excluding stereoisomer)

(1) 2 (2) 3 (3) 4 (4) 6

12. The minimum number of carbon atoms in ketone to show metamerism: -

(1) 3 (2) 4 (3) 5 (4) 6

13. Which are metamers :-

CH3
(1) CH3–O–CH2CH2CH3, CH3–O–CH
CH3

(2) C2H5–O–C2H5, CH3CH2CH2CH2OH

(3) CH3–O–C2H5, CH3–CH2–O–CH3

(4) CH3–C–CH3, CH3–CH2–C–H

O O

CH3 OH

14. CH2=CH–CH2–OCH3
O
(I) (II) (III)

Which among these are structural isomers?

(1) I and II only (2) I and III only (3) II and III only (4) All of these

15. How many position isomers are possible for dichlorobenzene?

(1) 2 (2) 3 (3) 4 (4) 5

ANSWER KEY

1. (2) 2. (4) 3. (1) 4. (2) 5. (2)

6. (2) 7. (4) 8. (4) 9. (2) 10. (2)

11. (3) 12. (3) 13. (1) 14. (4) 15. (2)

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 ELP No.- 2

1. Which of the following is not isomeric with Propanal.

O
CH2 − CH =
CH2
(1) (2) | (3) (4) CH3 − O − CH2 − CH3
OH O

2. Which of the following pair is isomer of each other.

O
||
(1) CH2 = CH − CH3 & CH3 − C ≡ CH (2) CH2= CH − CH= O & CH3 − C− CH3
(3) CH3 − CH2 − Cl & CH3 − CH2 − Br (4) &

3. Incorrect statement is: -

(1) Two or more than two compound which have same molecular formula but different physical or
chemical or both properties are known as isomers.
(2) Two homologue can not be isomers.
(3) Isomers have different molecular formula
(4) stereoisomers have same structural formula but different arrangement of atom or group in
space.

O
4. O
(A) (B)

(A) and (B) are:

(1) Chain isomers (2) Position isomers
(3) Metamers (4) Functional group isomers

5. CH3CHOHCH2CHO and CH3CH2CH2COOH constitute a pair of: -

(1) Position isomers (2) Metamers
(3) Optical isomers (4) Functional group isomers

6. Compound CH3 − CH2 − CH2 − C ≡ CH and show.

(1) Position isomers (2) Chain isomers

(3) Ring chain isomers (4) All of these

7. o-Cresol and benzyl alcohol are:

(1) Functional group isomers (2) Position isomers
(3) Chain isomers (4) Metamers

8. CH3 − CH2 − CH2 − CN and CH3 − CH − CH3 are called as:

|
CN
(1) Position isomers (2) Chain isomers
(3) Functional group isomers (4) Metamers

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 O O
|| ||
9. Compound CH3 − CH2 − C − HN − CH3 and CH3 − C − NH − CH2 − CH3 are:

(1) Functional group isomers (2) Position isomers

(3) Metamers (4) All of these

10. Which of the following compound is not isomer of C4H6.

(1) CH2 = CH − CH = CH2 (2)

(3) CH ≡ C − CH =
CH2 (4)

11. The minimum number of carbon atoms present in an organic compound to show chain isomerism
is
(1) 2 (2) 3 (3) 5 (4) 4

12. The minimum number of carbon atoms present in an organic compound to be able to show position
isomerism is:
(1) 3 (2) 4 (3) 2 (4) 5

13. CH3–NH–C2H5 and (CH3)3N show which type of isomerism:

(1) Position isomerism (2) Functional group isomerism
(3) Chain isomerism (4) None of these

14. The minimum number of carbon atoms in ketone to show position isomerism.
(1) 3 (2) 4 (3) 5 (4) 6

15. Structures CH3–CH=CH–CH3 and CH3–C=CH2 are:-

CH3
(1) Chain isomers (2) Position isomers (3) Metamers (4) Not isomers

ANSWER KEY

1. (4) 2. (4) 3. (3) 4. (4) 5. (4)

6. (3) 7. (1) 8. (2) 9. (3) 10. (3)

11. (4) 12. (3) 13. (2) 14. (3) 15. (1)

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 ELP No.- 3

1. The two structures (i) and (ii) represent

CH3 CH3

H H H H

(i) (ii) H C H
H3C CH3 3

CH3
H

(1) Conformational isomers (2) Stereoisomers

(3) Constitutional isomers (4) Identical

2. In which of the following has minimum torsional strain and minimum Van der Waals strain?
CH3
CH3
H CH3 H

(i) CH3 (ii) H CH3

CH
H CH3 3
CH3
CH3
CH3
H CH3
H

(iii) H (iv) H CH3

CH
H CH3 3
CH3

3. The dihedral angle between two methyl groups in partially eclipsed conformation of n-butane is

(1) 180° (2) 120° (3) 90° (4) 109°28'

4. Which of the following is most stable?

COOH COOH

H NH2 H H

(1) (2)
H H H H
H NH2

COOH COOH
NH2 H

(3) (4)
H H
H H H H NH2 H

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5. Most stable conformation of CH2 —CH2
| |
Cl Cl

Cl Cl Cl
Cl
Cl H Cl H H Cl H

H H H H H H
H
H HH H Cl H
(1) (2) (3) (4)

6. Which of the following statements about conformers of ethane is/are correct?

(1) The energy difference between the two extreme forms is of the order of 12.5 kJ mol–1 in ethane.
(2) The energy difference between two extreme forms of ethane is overcome through
intermolecular collisions.
(3) Conformers can not be separated at room temperature.
(4) All of these

7. Dihedral angle of most stable conformer of ethane is:

(1) 120° (2) 180° (3) 60° (4) 0°

8. In which of the following compound gauche conformation is more stable than anti conformation:
CH2 —CH2 CH2 — CH2 CH2 — CH2
(a) | | (b) ⊕ | | (c) | |
OH OH NR3 COOΘ NO2 COOH

CH2 —CH2 CH2 — CH2

(d) | | (e) | |
Cl Cl COOH COOH

(1) a, b, c only (2) a, b, c, e (3) a, b, d, e only (4) a, b, c, d, e

9. Which of the following compounds will exhibit conformational isomerism?

(1) CH2 = C = CH2 (2) (3) (4) All of these

10. Which of the following compound will exhibit conformational isomerism?

(1) CH2 = CH2 (2) CH4 (3) CH3Cl (4) None of these

ANSWER KEY
1. (3) 2. (2) 3. (2) 4. (1) 5. (3)

6. (4) 7. (3) 8. (2) 9. (3) 10. (4)

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 ELP No.- 4

1. Geometrical isomers arises due to

(1) Free rotation about a bond
(2) Restricted rotation about a bond
(3) Different connectivity of atoms
(4) Same arrangement of atoms/groups in 3-D-space (same spatial arrangement of atoms and
groups)

2. All alkenes do not exhibit geometrical isomerism. For an alkene to exhibit geometrical isomerism,
which of the following conditions is required?
(1) Two atoms or groups bonded with each C of C=C bond should be same.
(2) Two atoms or groups bonded with each C of C=C bond should not be same.
(3) C=C bond should bear at least three identical groups.
(4) C=C bond should bear all four atoms or groups identical.

3. Which of these compounds will exhibit geometrical isomerism?

(1) (2) (3) (4) All of these

4. Among these groups, which of the following orders is the correct priority order in accordance with
sequence rule (CIP rule)?
–CHO –COOH –CN –NO2
I II III IV
(1) IV > III > II > I (2) IV > II > I > III (3) II > I > III > IV (4) III > IV > II > I

5. Assign the configuration E/Z to the following compounds:–

Cl NH2 F
C Br
(1) C=C (2) Cl
O2N CH3 Cl C

F NH2 NC CHO
(3) C=C (4) C=C
HSH2C OCH3 HO—C CH2–OH

6. To apply sequence rule (CIP rule), —CN group should be written as

C C N C N

(1) –C≡N (2) C N (3) C N (4) C N

N C N
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7. Geometrical isomerism is shown by:
Cl Me
C
(1) Me (2) HN = NH
Cl

(3) (4) All of the above

8. Which of the following compound can show geometrical isomerism

(1) Pent–3–en–1–yne (2) Acetaldoxime

(3) 1,2–Dimethylcyclopropane (4) All of the above

9. Which statement is incorrect?

(1) cis–isomer of symmetrical alkene has definite dipole moment (µ≠0)

(2) trans–isomer of symmetrical alkene has zero dipole moment (µ=0)

(3) The trans–isomer has higher melting point than the cis–isomer due to symmetrical nature and

more close packing

CH3CH2 H CH3CH2 CH3

(4) C=C is more polar than C=C
H CH3 H H

10. which of the following statement(s) is (are) incorrect?

X Y

(1) X is cis and Y is trans (2) X is Z and Y is E

(3) X is trans and Y is cis (4) X and Y are diastereomers

ANSWER KEY

1. (2) 2. (2) 3. (2) 4. (2) 5. (Z)–a, b; (E)–c, d

6. (3) 7. (4) 8. (4) 9. (4) 10. (1, 2)

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 ELP No.- 5

1. Which of the following compound show geometrical isomerism

(1) 1,1-Diphenyl-1-butene (2) 1,1-Diphenyl-2-butene
(3) 2,3-Dimethyl-2-butene (4) 3-Phenyl-1-butene

2. Which of the following show geometrical isomerism:

(i) CH3–CH2–CH=N–OH (ii) H2C=N–OH

H3C H3C
C=N–OH C=N–OH
(iii) (iv)
H3C H3CH2C

(1) i, iv (2) i, iii (4) iii, iv (4) ii, iv

3. Which is a pair of geometrical isomers:

Cl Me Br H Ph OH Me
(1) C=C and C=C (2) C=N and C=N
Br H Cl Me Me Ph OH

Me Ph H Ph
C=C and Br and
(3) C=C (4) Br Br Br
H Me Me Me

4. Fumaric acid shows geometrical isomerism with

(1) Malonic acid (2) Maleic acid (3) Malic acid (4) Succinic acid

5. The number of geometrical isomers for the given compound are :-

CH3–CH=CH–CH=CH–CH2–CH3
(1) 2 (2) 5 (3) 4 (4) 3

6. Which of the following statement is incorrect for following compounds are:-

H3C CH3 H3C H
(a) C=C (b) C=C
H H H CH3
(1) a is z and b is E (2) Boiling point: a > b
(3) Melting point: b > a (4) polarity: b > a

7. The geometrical isomerism is shown by

CH2 CH2 CHC CHCl
(1) (2) (3) (4)
Me Me
Me Me
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8. Which of the following compounds will not show geometrical isomerism:-

H3C CH3
(a) C=C (b) H3C–C≡C–CH3
Me H

Cl
(C) (d) H2C=CH–CH2–CH=CH2
Cl

(1) b, c, d only (3) b, d only (3) a, b, c only (4) a, b, c, d

9. Statement I: Restricted rotation about a bond is the necessary condition for geometrical isomerism.
Statement II: Alkene having different atoms/groups attached to each sp2 hybridised carbon can
have two different orientations about π-bond.
In the light of above statements, choose the most appropriate from the options given below:
(1) Statement I is correct but statement II is incorrect.
(2) Statement I is incorrect but statement II is correct.
(3) Both statement I and statement II are correct.
(4) Both statement I and statement II are incorrect.

10. Assign the configuration E/Z to the following compounds:-

CH3
H3C C
H
CHO
(1) C=C (2)
DH2C CH3 O

16 H H Cl CH3
HOH2C Ph C=C C=C
(3) C=C (4) HOOC
18 C=C Ph
HOH2C CH=CH2
H H

ANSWER KEY

1. (2) 2. (1) 3. (3) 4. (2) 5. (3)

6. (4) 7. (4) 8. (4) 9. (3)

10. (1) (Z), (2) (Z), (3) (E), (4) (2Z,4Z,6E)

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 ELP No.-6

1. In which of the following molecules carbon atom marked with asterisk (*) is asymmetric?

H D H H
(a) C * (b) C * (c) C * (d) C*
Cl Cl CH3 CH3
I Br I Br HO C2H5 H C2H5

(1) a, b, c, d (2) a, b, c (3) b, c, d (4) a, c, d

2. Which of the following structures is Enantiomeric with molecule (A) given below:

H
CH3
(A) C
H5C2 Br

H CH3 H Br
C2H5 H Br H
(1) C (2) C (3) C (4) C
H3C Br H3C H5C2
Br C2H5 C2H5 CH3

3. Molecules whose mirror image is non superimposable over them are known as chiral. Which of the

following molecules is chiral in nature?

(1) 2-Bromobutane (2) 1-Bromobutane

(3) 2-Bromopropane (4) 2-Bromopropan-2-ol

4. Which of the carbon atoms present in the molecule given below are asymmetric?

OH H
HO a b c d O
C—C—C—C
O H
H OH

(1) a, b, c, d (2) b, c (3) a, d (4) a, b, c

5. The number of chiral molecules and achiral molecules are respectively among given molecules

H H OH
H3C H3C H
; ; ;
Br OH Br Br H3C CH3

Br
CH3 ; ; CH3CH2CH2CH2Br
H OH

(1) 3, 3 (2) 4, 2 (3) 2, 4 (4) None of the above.

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6. Which of the following compounds are meso?

CH3 CH3 H
H OH H OH HO CH3
(a) (b) (c) (d)
H OH H3C H H3C H
CH3 OH OH

(e)

(1) a, b, c, d (2) a, b, c, d, e (3) a, b, e (4) a, b, c, e

7. Which of the following statement is true regarding following structures?

(1) I, II and III are identical.

(2) I and II are identical, while I and III are enantiomers.
(3) I and III are identical, while I and II are enantiomers.
(4) II and III are identical, while I and II are enantiomers.

8. Meso isomer is

(1) (2) (3) (4) All

CH3 CH3 Ph

9. (I) H OH (II) HO H (III) HO H

Ph Ph CH3

Which of the following statements is true about these molecules?

(1) I and II are nonsuperimposable mirror image of each other
(2) I and III are non-superimposable mirror image of each other
(3) I and III are identical
(4) Both (1) and (3)

10. CH3–CH–CH=CH2
OH
How many geometrical and optical isomers are possible in this compound?
(1) 0, 2 (2) 0, 3 (3) 2, 0 (4) 2, 2

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11. A pair of enantiomers are
(1) A pair of nonsuperimposable mirror image of each other
(2) A pair of superimposable mirror image of each other
(3) Always optically active–if one is dextrorotatory then other will be levorotatory by same
magnitude
(4) Both (1) and (3)

12. A pair of diastereomers are

(1) A pair of such stereoisomers which are not mirror image of each other
(2) A pair of non-superimposable mirror image of each other
(3) Always optically active
(4) Both (1) and (3)

13. A pair of diastereomers can be

(1) A pair of geometrical isomers
(2) A pair of such optical isomers which are not mirror image of each other
(3) Both (1) and (2)
(4) None of these

14. A mesomer is the one

(1) Which has superimposable mirror image
(2) Which has two or more similar asymmetric centres
(3) Which has opposite configuration on the similar asymmetric centres
(4) All of these

15. A racemic mixture is

(1) Always equimolar mixture of a pair of enantiomers
(2) Always equimolar mixture of a pair of diastereomers
(3) Always optically inactive
(4) Both (1) and (3)

ANSWER KEY
1. (2) 2. (1) 3. (1) 4. (2) 5. (1)

6. (1) 7. (3) 8. (3) 9. (4) 10. (1)

11. (4) 12. (1) 13. (3) 14. (4) 15. (4)

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 ELP No.- 7

1. Meso stereoisomer is possible in which of the following compounds?

(I) 2,4-Dibromopentane (II) 2,3-Dibromopentane
(III) 3-Bromo-2-pentanol (IV) 1,2-Dimethylcyclopentane
(1) I (2) I and III (3) I and IV (4) None of these

2. Which of the following structures can show geometrical as well as optical isomerism?

(1) (2) HO–N=N–OH

(3) (4)
Me

3. The R/S configuration of these compounds are respectively :

H NH2
CHO

(1) R, R, S (2) R, S, R (3) R, S, S (4) S, S, S

4. Minimum molecular weight of a hydrocarbon containing minimum number of C-atom to show

optical isomerism :
(1) 100 (2) 80 (3) 68 (4) 70

5. Which of the following is meso compound

OH Me
OH OH H Cl
Me
(a) (b) (c) Br H (d)
Me
H Cl
Me Me OH Me

(1) a, b, c, d (2) a, b, c (3) a, c, d (4) a, b, d

COOH COOCH3 COOCH3

H OH H OH HO H
6. (I) H OH (II) H OH (III) H
HO
COOCH3 COOH COOH

Which of the these structures represent configurationally indentical molecules?

(1) I and II (2) I and III (3) II and III (4) None of these

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 CH3 CH3 CH3
H OH HO H H OH
7. (I) H OH (II) HO H (III) HO H
CH3 CH3 CH3
Which of the following statements is true about these molecules?
(1) I and III are nonsuperimposable mirror image of each other
(2) I and II are superimposable mirror image of each other
(3) I and II are identical
(4) Both (2) and (3)

8. Which of the following statements is correct?

(1) All optical inactive compounds are called mesomers
(2) All mesomers are optically inactive compounds
(3) Both (1) and (2)
(4) None of these

Ph CH3 CH3

9. (I) H Cl (II) H Cl (III) Cl H

CH3 Ph Ph
Which of the following statements is true about these compounds?
(1) I and II are a pair of enantiomers (2) I and III are identical
(3) I and III are diastereomers. (4) Both (1) and (2)

10. CH3–CH=CH–CH–CH–CH3
OH OH
For the given structure how many stereoisomers and how many racemic mixtures are possible?
(1) 4, 2 (2) 8, 6 (3) 8, 4 (4) 6, 3

11. Which of the following biphenyls is optically active?

I

NO2
I I
Br I I I
(1) (2) (3) (4) Br Br
Br I Br Br

I
Br
12. Identify D,L-configuration
CHO CH2OH COOH H

(1) H OH (2) H OH (3) H CH2OH (4) HO CHO

CH2OH CHO NH2 CH2OH

ANSWER KEY
1. (3) 2. (4) 3. (1) 4. (3) 5. (2)

6. (2) 7. (4) 8. (2) 9. (4) 10. (3)

11. (2) 12. (1-D, 2-L, 3-L, 4-D)

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