CHEMISTRY

DROPPER NEET

ISOMERISM

CG Tower-2 A-51(A), Road 3, Behind City Mall, Indraprastha

Industri al Area, Kota, Rajasthan 324005, Mo. +917017243492
 1

VIDYAPEETH
ISOMERISM

DPP-1
[Isomerism, Classification, Structural Isomerism, Types of Isomerism]
1. Which of the following substances is not an 5. 2-chloropropane and l-chloropropane exhibit
isomer of 3-ethyl 2-methyl pentane? ____________ isomerism.
(1) Chain (2) Position
(1) (2)
(3) Functional (4) Metamerism

(3) (4) All are isomers 6. Which of the following pairs of compounds are
functional isomers?
O O
2. Which of the following pairs of compounds are and
(1)
not position isomers? O O
OH
O
(1) OH and and
O
(2)
O O
O and
(2) O
OH
OH
COOH OH and
(3) HO
COOH and HO OH
(3)
O
(4) None of these
(4) and
3. Which one of the compounds shown below, is not O O
O
an isomer of the others?

7. For which of the following parameters the

(1) (2)
structural isomers C2H5OH and CH3OCH3 would
be expected to have the same values?
(3) (4) (1) Boiling point (2) Solubility
(3) Molecular weight (4) Viscosity
4. CH3  CH 2  CH 2  C  N
(A)

CH3  CH  CH3 ; (A) and (B) are:

|
CN
(B)

(1) Chain isomers

(2) Positional isomers
(3) Functional isomers
(4) Metamers
 2

8. Column-I match with Column-II – O

(3) and
Characteristics Isomerism
O
A. Parent carbon chain i. Metamerism
(Positional Isomers)
and side chain
remains same (4) and

B. Difference in ii. Chain (Chain Isomers)

functional group isomerism
C. Different alkyl iii. Position
11. Which of the following is not the correct
group across isomerism
relationship?
polyvalent Me
functional group Me Me

D. Parent chain or side iv. Functional

Me Me
chain are different isomerism OH O—Me
(1) A-(ii), B-(i), C-(iv), D-(iii) I II

(2) A-(iii), B-(i), C-(ii), D-(iv) Me Me

Me
(3) A-(iv), B-(iii), C-(ii), D-(i)
(4) A-(iii), B-(iv), C-(i), D-(ii)
OH O—Me
III IV
9. Which of the following is an isomer of compound (1) II & IV are metamers
1? (2) I & III are chain isomers
O (3) I & II are functional isomers
CH3CH2CHO, CH3 – C – CH3 (4) I and IV are positional isomers
(1) (2)

CH3 – CH = CH – OH CH2 – CH – CH3 12. Assertion: Pent-1-ene and Pent-2-ene are

(3) (4) position isomers.
O
Reason: Position isomers differ in the position of
(1) 2 (2) 4
functional group or a substituent.
(3) 2 and 3 (4) All are isomers
(1) Both assertion and reason are correct and the
10. Among the following, incorrect relationship is-
O reason is a correct explanation of the
O
assertion.
O–C–Me Me–O–C
(1) (2) Both assertion and reason are correct but
and
reason is not a correct explanation of the
(Metamers) assertion.
CHO
(3) Assertion is correct but reason is incorrect
(2) and
CHO (4) Assertion is incorrect but reason is correct.

(Positional Isomers)
 3

DPP-2
[Isomerism, Classification, Structural Isomerism, Types of Isomerism]
1. Which of the following hydrocarbons does not 6. Which of the following pairs of structures does
have isomers? not represent isomers?
(1) C7H16 (2) C6H14
(1) and
(3) C5H10 (4) C3H8 O O
2. n-Propyl alcohol and isopropyl alcohols are
(2) and
examples of:
O
(1) Position isomers
(2) Chain isomers OH

(3) Tautomers
(4) Geometrical isomers (3)

3. The compound having molecular formula

C4H10O show - O O
(4) and
(1) Metamerism
(2) Functional isomerism 7. Which of the following is correct coding as
true/false for the following statements
(3) Positional isomerism
respectively?
(4) All of the above
4. Which of the following compounds is a functional COOH
COOH
group isomer of C2H5OH, ethanol (ethyl
& functional isomer
alcohol)?
OMe OMe
(1) Ethanal, CH3CHO Et
(2) Acetic acid, CH3COOH & metamers
Me
(3) Diethyl ether, (C2H5)2O CH2–CH 2–OH CH 2–O–CH3
(4) Dimethyl ether, (CH3)2O
& metamers
5. Which of the following pair of compounds are not
positional isomers? Me–N–Me CH 2–NH –CH 3

(1) HO CH3 OH & functional isomer

and
CH3 (1) TFTF (2) FTTF
CH3 (3) TTFT (4) TFFT
(2) and
OH 8. Which of the following compounds will show
CH3 OH
metamerism?
CH2OH OCH3
(3) and (1) CH3COC3H7 (2) CH3SC2H5
(3) CH3CH = CCI2 (4) CH3COC2H5
(4) All of the above
 4

9. Consider the following compounds, select the 11. Which of the following statements concerning
correct statement- 3,4-dibromo-1-pentene and 3,5-dibromo-2-
OH HO–C H–CH3
pentene are correct?
I. They have same molecular formula C5H8Br2
(a) (b)
CH3 II. They are positional isomers.
OCH3 O–CH2–CH3 III. They have similar physical properties.
(1) I and II (2) I and III
(c) (d)
(3) II and III (4) I, II and III
CH3
(1) a and b are position isomers
(2) c and d are position isomers 12. Assertion: Functional isomer of 3-methylbut-1-
(3) c and d are metamers yne is Buta-1, 3-diene.
(4) a, b, c and d all are isomers
Reason: Alkynes are isomeric with alkadienes
10. Match the column- both being represented by the general formula
Column-I Column-II
CnH2n-2.
A. CH3COOH & p. Functional
HCOOCH3 isomers (1) Both assertion and reason are correct and the
B. 1-butene & 2-butene q. Metamers reason is a correct explanation of the
C. Diethyl ether & methyl r. Position assertion.
propyl ether isomers (2) Both assertion and reason are correct but
D. n-butane and isobutane s. Chain reason is not a correct explanation of the
isomers
assertion.
(1) A – (p), B – (r), C – (q), D – (s)
(3) Assertion is correct but reason is incorrect
(2) A – (q), B – (r), C – (s), D – (p)
(3) A – (q), B – (s), C – (p), D – (r) (4) Assertion is incorrect but reason is correct.
(4) A – (q), B – (p), C – (s), D – (r)
 5

DPP-3
[Tautomerism]
1. Which of the following compounds can exhibit 5. Among the following, which are tautomers?
tautomerism?
(1) CH3–C– CH3 and CH 2=C–CH 3
(1) C6H5CHO
O O
O
||
(2) CH3–CH2–CH=NH and CH3–CH=CH–NH2
(2) C6 H5  C  CMe3
O O O
|| ||
(3) CH3–N and CH3–CH=N–OH
(3) C6 H5  C  CH 2  C  H O

O (4) All of these

||
(4) C6 H 5  C  C 6 H 5 6. Correct statements regarding compounds having
2. Tautomerism is not exhibited by: molecular formula C5H10O is :

O O O (1) It has four structurally isomeric aldehyde,

(1) (2)
all can show tautomerism
O
O (2) It has four structurally isomeric aldehyde,
O out of four, only two can show tautomerism
(3) (4) O O
(3) It has three structurally isomeric ketones,
3. Which one of them can show tautomerism? all can show tautomerism
O
(4) It has three structurally isomeric ketones,
CHO no one can show tautomerism
(1) (2) CH2
NO2 7. Assertion: Tautomers are present in a dynamic
O equilibrium state.
CH3
Reason: Tautomerism can be catalyzed by acid
(3) CH3 – C – CH3 (4) H – C – Ph only.

CHO O (1) Both assertion and reason are correct and the

reason is a correct explanation of the

4. Which of the following will lead to maximum
assertion.
enolization?
(1) CH3COCH3 (2) Both assertion and reason are correct but
(2) CH3COCH2CHO reason is not a correct explanation of the
(3) CH3—C— CH—C —CH3 assertion.
O Br O (3) Assertion is correct but reason is incorrect
O
(4) (4) Assertion is incorrect but reason is correct.
 6

8. The order of stability of the following tautomeric 10. Arrange the following in decreasing order of

compounds is: percentage enol content?

O
OH O

CH2 = C – CH2 – C – CH3 I. II. O O

(I)
O O
O
CH3 – C – CH2 – C – CH3 III. IV.
(II)
O O
OH O
(1) I > II > III > IV (2) II > I > III > IV
CH3 – C = CH – C – CH3
(3) II > III > I > IV (4) III > II > IV > I
(III)
11. The tautomerism having Keq more than 1.0 is
(1) II > III > I O OH
(2) I > II > III O O
(1)
(3) III > II > I
OH O O O
(2)
(4) II > I > III

9. Among the following compounds, which will O OH

(3) O O
give maximum enol content in solutions:
O O
|| || O OH
(1) C6 H5 – C – CH2 – C – C6 H5 (4) C
O O CH3 CH3 H2C CH3

(2) CH3 – C – CH2 – C – CH3

12.
O
O O O
(3) CH3 – C – CH2 – CH2 – CH3 O O

O
(4) CH3 – C – CH2 – COOC2H5 O
I II III
Among these compounds, the order of enol
content should be:
(1) II > III > I (2) III > II > I
(3) III > II > II (4) I > III > II
 7

DPP-4
[Ring-chain isomerism, Calculation of no. of structural isomers, degree of
unsaturation]
1. The possible number of alkynes with the formula 7. The total number of secondary alcohols
C5H8 is: (excluding stereoisomers) possible having the

(1) 2 (2) 3 molecular formula C5H12O is:

(3) 4 (4) 5 (1) 3 (2) 4
2. How many cyclic structural isomers are possible (3) 5 (4) 6
for C5H10? 8. The degree of unsaturation in the given
(1) 4 (2) 5 compound is:

(3) 6 (4) 7
3. Which of the following pairs of compounds are S
F
ring-chain isomers– (1) 4 (2) 5

(1) CH3 – CH – CH – CH3 and (3) 7 (4) 6

HO OH 9. How many aliphatic carbonyl compounds are
OH OH
CH2Cl Cl possible having the molecular formula C5H10O

(2) (consider only structural isomers):

and
(1) 4 (2) 5
CH 3
(3) 6 (4) 7
(3) CH2 = CH – CH2 – OH and 10. How many structural isomers are possible for the
CH3 compound having molecular formula C3H5Br3 ?
(4) and CH2 – CH3
CH3 (1) 5 (2) 4

4. Degree of unsaturation in C20H21NO2 is: (3) 6 (4) 8

(1) 3 (2) 5 11. Assertion: C4H9Cl have 6 structural isomers.

Reason: Structural isomers have same molecular
(3) 7 (4) 11
formula but they differ in their structures.
5. Number of Structural isomers possible for
(1) Both assertion and reason are correct and the
C4H8Br2 are
reason is a correct explanation of the
(1) 9 (2) 8
assertion.
(3) 7 (4) 6 (2) Both assertion and reason are correct but
6. How many positional isomers are possible for reason is not a correct explanation of the
dimethyl cyclohexane? assertion.
(1) 3 (2) 4 (3) Assertion is correct but reason is incorrect
(3) 5 (4) 6 (4) Assertion is incorrect but reason is correct.
 8

12. Gestrinone is a synthetic steroid hormone that is

marked as a treatment for endo-metriosis. What is
the Index of Hydrogen Deficiency (I.H.D) or
Double Bond Equivalent (D.B.E.) for Gestrinone
whose structure is given below?

(1) 8 (2) 9
(3) 10 (4) 11
 9

DPP-5
[Geometrical isomerism, cis and trans form]

1. Which of the following exhibit geometrical 6. Among the given compounds identify the pair of
isomerism? geometrical isomers-
(1) CH2 = CIBr
(2) CH3CH = CIBr
(3) CH3CH = CCI2
(4) (CH3)2 C = CCIBr
2. Among the following compounds, the one which
can exhibit geometrical isomerism is-
(1) 1,3 -pentadiene (2) 1, 2-butadiene
(3) 1, 2 -pentadiene (4) 1, 4-pentadiene
3. Which of the following can show geometrical (1) I & II (2) I & III
isomerism?
(3) II & IV (4) III & IV
(1)
H3C CH3 7. The cis-trans nomenclature is applicable when
(2) C=C=C
H H _________.
H3C CH2–CH3
(3) C=C (1) The different groups attached to the carbon
H Et
atom of double bond are same
(4)
(2) Atleast one of the group attached to each

4. Which of the following is correct statement? carbon atom is same

(1) Geometrical isomers are mirror image isomers (3) The different groups attached to the carbon
mostly.
atom of double bond are not same
(2) A compound having double bond always show
geometrical isomerism. (4) The cis-trans nomenclature is applicable for
(3) Cyclic compound having single bond can all compounds
show geometrical isomerism.
8. For which of the following compounds below, cis-
(4) Cyclodecene can’t show cis & trans
trans isomers are possible?
isomerism.
5. The geometrical isomerism is shown by: (1) H3C – CH = CH2
CH2
CH2 (2) H3C – HC = CH – CH2 CH3
(1) (2)
(3) H3CCH = CHCH3

CHCl CHCl (1) Only 2 (2) Both 1 and 2

(3) (4) (3) Both 2 and 3 (4) All three

 10

9. Type of geometrical isomerism shown at point X, 11. Which of the following compounds can show

Y and Z of the following compound respectively geometrical isomerism?

are: Br Cl
(1) C=C
Z I Cl
X F Et
Y (2) C=C
Cl Et
X Y Z CH3
(1) cis cis trans = C
(3) CH3
(2) cis trans trans
(3) trans cis cis CH 3 CH 3
(4) cis trans cis = C
(4) CH3
CH 3
10. C8H16 that can form cis-trans isomerism and also

chiral center is: 12. Assertion: Cis-3-chloroprop-2-enoic acid is less

(1) stable than its trans-form.

H
Reason: Dipole moment of cis-form is greater than
trans-form.
(2) H
(1) Both assertion and reason are correct and the
(3) both of these reason is a correct explanation of the assertion.
(2) Both assertion and reason are correct but
(4) none of these
reason is not a correct explanation of the
assertion.
(3) Assertion is correct but reason is incorrect
(4) Assertion is incorrect but reason is correct.
 11

DPP-6
[E/Z form, CIP rule, difference is physical properties of GI and calculation
of GI]

1. The name of the compound is: 4. Which of the following is an E isomer :

(1)

H3C OH
(2) C=N
H
F OMe
(1) (2Z, 4Z) – 2, 4-hexadiene (3) C=C
I2C–H2C NHe 3
(2) (2Z, 4E) – 2, 4-hexadiene
Et Me
(3) (2E, 4Z) – 2, 4-hexadiene (4) C=C
n-pr Et
(4) (2E, 4E) – 2, 4-hexadiene
5. How many geometrical isomers are possible for the
2. The ocimene has the IUPAC name (3E)-3,7-
below compound?
dimethyl-1,3,6-octatriene, what is the structural

formula of this compound?

(1) (2) (1) 0 (2) 3

(3) 2 (4) 4
6. Which of the following is correct set of physical
properties of the geometrical isomers?
H3C H H3C Cl
(3) (4)
C=C and C=C
H Cl H H
(I) (II)
3. Rank the following substituent groups in order of Dipole moment Boiling Pt. Melting Pt. Stability
decreasing priority according to the Cahn-Ingold-Prelog (1) I > II I > II II > I I > II

system: (2) II > I II > I II > I II > I

(3) I > II I > II I > II I > II
1. –CH(CH3)2 2. –CH2Br 3. –CH2CH2Br
(4) II > I II > I I > II I > II
(1) 2>3>1 (2) 1>3>2

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

 12

7. How many geometrical isomers of this compound 11. The Z-configuration in the following is -
are possible? H C2 H 5 C3H7 H
(1) C=C (2) C=C
CH 3  CH  C  C  CH  CH 3 CH3 C3 H 7 C2 H 5 CH3
| |
Br Br F Cl H Br
(1) 2 (2) 3 (3) C=C (4) C=C
H Br F F
(3) 4 (4) 6
8. How many geometrical isomers are possible for
12. Assertion: All the molecules containing C=C can
the given compound?
exhibit geometrical isomerism

Reason: Geometrical isomers have different

(1) 5 (2) 3 physical properties.
(3) 2 (4) 1
(1) Both assertion and reason are correct and the
reason is a correct explanation of the assertion.
9. Correct configuration of following compound is-
(2) Both assertion and reason are correct but
reason is not a correct explanation of the
(1) 3Z, 5E, 7Z (2) 3Z, 5Z, 7E assertion.
(3) 3Z, 5E, 7E (4) 3E, 5E, 7Z
(3) Assertion is correct but reason is incorrect
10. I and II are geometrical isomers of each other (4) Assertion is incorrect but reason is correct.
because
CH3 l1
CH 3
C=C=C=C
H (I) H

CH3 l2 H
C=C=C=C
H (II) CH 3

(1) l1 = l2
(2) l1 > l2
(3) l1 < l2
(4) l1 and l2 cannot be compared.
 13

DPP-7
[Conformational Isomerism]
1. With respect to the conformers of ethane, which 4.
of the following statements is true? H Me
(1) Bond angle changes but bond length
remains same and are
(2) Both bond angle and bond length change Et H H H
(3) Both bond angles and bond length remains Me Et
same (1) Functional isomers
(4) Bond angle remains same but bond length
(2) Metamers
changes
2. Which is correct sawhorse representation the (3) Position isomers
following compound? (4) Conformers
CH3
5. n-Butane has four conformers- eclipsed, fully
H OH
eclipsed, gauche and anti. The stability order of
H OH
these conformers are as follows:
CH3
H
(1) anti > gauche > eclipsed > fully eclipsed
OH
CH3 (2) eclipsed > fully eclipsed > anti > gauche
(1)
CH3 (3) anti > eclipsed > gauche > fully eclipsed
HO H
H OH (4) gauche > anti > eclipsed > fully eclipsed
CH 3 6. CH3 – CH2 – CH2 – CH3. There is free rotation
(2) CH3
H about (C2 – C3) bond. The second most stable
OH
CH3 H form is repeated after rotation of …. Degree
H
(1) 60 (2) 120
(3)
OH
(3) 240 (4) 360
HO CH3
7. Newmann projection representation of
X
H Y
(4)
CH3–CH 2–CH–Et about C2-C3 is X H
3. Which of the following is most stable? CH3 Me
CHO CHO
H NH2 H H
Then X & Y are respectively:
(1) (2)
H H H H (1) Me, Et (2) H, E
H NH 2 (3) Et, H (4) Et, Me
CHO CHO
NH2 H

(3) (4) H
H H H
H H H NH 2

8. Which of the following correctly lists the
conformations of cyclohexane in order of
increasing energy?
(1) Chair < boat < twist boat < half-chair
(2) Half-chair < boat < twist boat < chair
(3) Chair < twist boat < half-chair < boat
(4) Chair < twist boat < boat < half-chair
9. Which of the following Newman's projections
shown below represents the stable conformation
about C1−C2 bond of 1-Iodo-2-methyl propane?
(1) (2)
(3) (4)
10. Select the correct statements.
(1) Eclipsed and staggered ethane give different
products on reaction with chlorine in
presence of light.
(2) The conformational isomers can be isolated
at room temperature.
(3) Torsional strain in ethane is minimum at
dihedral angles 60°, 180° and 300°
(4) Steric strain is minimum in staggered
gauche form of n-butane.
14
11. Choose the incorrect statement-
(1) Any intermediate conformation in ethane
between eclipsed and staggered is called
skew.
(2) The energy required for interconversions of
various conformations can be gained by
intermolecular collisions.
(3) It has not been possible to separate and
isolate different conformational isomers of
ethane.
(4) Different conformations of ethane have
same bond length but different bond angle.
12. Assertion: Staggered conformation of ethane is
most stable while eclipsed conformation is least
stable.
Reason: Staggered form has the least torsional
strain and the eclipsed form has the maximum
torsional strain.
(1) Both assertion and reason are correct and the
reason is a correct explanation of the
assertion.
(2) Both assertion and reason are correct but
reason is not a correct explanation of the
assertion.
(3) Assertion is correct but reason is incorrect
(4) Assertion is incorrect but reason is correct.
 15

DPP-8
[Optical isomerism and Symmetry of Elements]

1. Optical activity is expected for: 6. In which of the compound COS is present ?

(1) 2-Methyl propanoic acid Br CH3
(2) Methyl 2-methyl propanoate
(3) Methyl 2-chloro propanoate H H
(1) H H
(4) Propanoic acid
2. Which of the following is optically active? CH3 Cl
OH OH Br CH3
CH3
(1) (2) H H
(2) H3 C Br

OH
H H
OH CH 3
CH3 CH3

(3) (4)
H H
(3) H H
3. Which of the following can have only 2 plane of
symmetry:- Br Br
(1) CH4 (2) BF3 Br H
(3) CH2Cl2 (4) CH3Cl
4. Out of the following, the alkene that exhibits optical H CH3
(4) H3 C H
isomerism is:-
(1) 2-methyl-2-hexene H Br
(2) 3-methyl-2-hexene 7. Which of the following compound has plane of
(3) 5-methyl-1-hexene symmetry (POS) but not centre of symmetry
(4) 3-methyl-1-hexene (COS)?
5. Which of the following compounds does not have H Br
H CH3
plane of symmetry:-
H Cl
Br Br (1) (2) Cl H
(1) (2)
CH 3 H
Br F H
Cl
Br Cl F
Br
Br H Br
(3) (4) (3) H H (4)
Cl
Br H F
Br
 16

8. Which of the following will fail to exhibit both 11. Which of the following biphenyls is optically
optical isomerism as well as geometrical active?
isomerism? O2N

(1) (2) (1)

I

(3) (4) Br Br

(2)
9. Read the following statements- I I
I. Compounds having only one chiral carbon are
generally optically active. I
II. Those molecules which lacks POS and COS (3)
are called chiral molecule. I
III. Chiral molecules are superimposable on their
mirror images. CH3
IV. Chiral molecules can rotate the plane of plane (4)
polarized light. CH3
Choose the correct set of statements-
(1) I, II (2) II, III 12. Assertion: Lactic acid is optically active
(3) I, II, IV (4) I, II, III, IV Reason: A symmetry in the inner structure of
10. Among the following, which is correct match- organic compounds causes optical activity.
Compound POS COS Optically
(1) Both assertion and reason are correct and the
active
O reason is a correct explanation of the assertion.
(2) Both assertion and reason are correct but
(1) No Yes Yes reason is not a correct explanation of the
assertion.
Me Me
Cl H (3) Assertion is correct but reason is incorrect
(2) C Yes Yes No (4) Assertion is incorrect but reason is correct.
C
H Cl
(3) CH4 Yes Yes No
D

(4) Cl H Cl Yes No No

H H
 17

DPP-9
[Chirality, Fischer Projection, D/L and R/S Configuration]

1. Which one of the following is chiral? 5. Which of the following is incorrectly matched?
Compound Configuration
(1) 1, 1-Dibromo-1-chloropropane COOH
(2) 1, 3-Dibromo-1-chloropropane (1) H2 N H L
CH3
(3) 1, 1-Dibromo-3-chloropropane
CH3
(4) 1, 3-Dibromo-2-chloropropane (2) HO H D
2. How many asymmetric carbon atoms are present CHO
F
respectively in (3) R
Br
(i) 1, 2 -dimethyl cyclohexane H Cl
(ii) 3-methyl cyclopentene (4) S
(iii) 3-methyl cyclohexene? Br
6. The absolute configuration of-
(1) Two, one, one (2) One, one, one CO2H
(3) Two, none, two (4) Two, none, one H OH
H Cl
3. Which of the following compound has chiral
CH3
carbon- (1) (2R, 3R) (2) (2R, 3S)
(3) (2S, 3R) (4) (2S, 3S)
(1) 1,3-dimethyl cyclopentane 7. A Fischer projection of (2R, 3S) – 2, 3 –
(2) 2-Methylbutane butanediol is:
CH 3
(3) Butan-1-ol
HO H
(4) 1, 3-dichlorocyclobutane (1)
HO H
4. Correct fisher projection formula of given
CH 3
compound is- CH 3
OH Br HO H
(2)
H OH

CH 3
Cl
CH 3
CH3 CH3
OH OH H OH
H H (3)
(1) Cl H (2) H Cl HO H
H Br Br H CH 3
CH3 CH3 CH 3
CH3 CH3
H OH
OH H H OH (4)
H H
(3) H Cl (4) Cl H
H Br Br H CH 3
CH3 CH3
 18

8. Which of the following compounds possesses an 11. Identify the number of chiral carbons in the
asymmetric carbon?
following compounds.

(1) CH2 – CH – CH2

I. II.
OH

(2) Cl CH2 – CH – CH2 Cl

OH III. IV.

(3) CH 2 – CH – CH2
(1) 0, 2, 2, 4
Cl Br Cl
(2) 2, 2, 0, 4
(4) Br CH 2 – CH – CH2 Cl (3) 1, 2, 2, 4
OH
(4) 2, 2, 2, 4
9. How many asymmetric centers are in the following
compound? 12. Assertion: A molecules containing chiral carbon

must be non-superimposable on its mirror image.

Reason: A chiral carbon is bonded to four

different atoms or groups.

(1) 4 (2) 5
(1) Both assertion and reason are correct and the
(3) 6 (4) 7
10. Number of chiral carbon atoms in the compound w, reason is a correct explanation of the assertion.
x, y and z respectively would be- (2) Both assertion and reason are correct but
CH3
reason is not a correct explanation of the

assertion.

W (3) Assertion is correct but reason is incorrect

(4) Assertion is incorrect but reason is correct.

(1) 3, 0, 2, 1 (2) 2, 1, 0, 1
(3) 3, 1, 2, 1 (4) 1, 1, 2, 0
 19

DPP-10
[Erythro, Threo, Epimers, Homomers, Enantiomers and Diastereomers]

1. All of the following are true regarding enantiomers 5. Which type of relationship is present in between
except :- I & II
(1) Mirror images
COOH COOH
(2) Non-superimposable
H OH HO H
(3) Form racemic mixture H OH HO H
(4) one may be optically inactive
COOH COOH
2. What is the relationship between the following
(1) Enantiomers
molecules?
(2) Diastereomers

(3) Identical

(4) None of the above

6. Which of the following pairs are diastereomers?

(1) Enantiomers
(2) Diastereomers (1)

(3) Constitutional isomers

(4) Conformational isomers
3. Meso-tartaric acid and d-tartaric acid are
(2)
(1) positional isomer
(2) enantiomers
(3) diastereomers
(4) racemic mixture (3)
4. Find the relation between following pair.
COOH COOH
H OH HO H
H OH HO H

COOH COOH (4)

(1) Enantiomers
(2) Diastereomers
(3) Homomers
(4) Geometrical isomers
 20

7. Pair of compounds with incorrect relation is- 9. Consider the following pairs of compounds:
HO OH HO OH CHO CHO

H OH HO H
(1) and
HO H H OH

C 6H5 C6H5
Diastereomers
(I) (II)
(2) and Which among the following statements is correct?
Cl Cl
1. Both are enantiomers
Enantiomers
2. Both are in threo form
Cl Cl
3. Both are diastereomers
(3) and 4. Both are in erythro form
Cl Cl (1) 1 and 2
Diastereomers (2) 1, 2 and 3

(4) and (3) 2 and 3

(4) 3 and 4
Enantiomers
10. The correct corresponding order of names of four
8. Read the following statements-
aldoses with configuration given below
I. Enantiomers are non-superimposable mirror
respectively, is:
images of an optically active compound.
CHO CHO
II. All stereoisomers except enantiomers are
HO H H OH
diastereomers.
III. Meso compound is optically inactive due to HO H HO H

external compensation while racemic mixture CH 2OH CH 2OH

is optically inactive due to internal
compensation. CHO CHO

IV. An optically active compound with ‘R’ H OH HO H

configuration will be necessarily
H OH H OH
dextrorotatory in nature.
CH 2OH CH 2OH
Choose the option containing correct set of
(1) L-erythrose, L-threose, D-erythrose, D-threose
statements-
(2) D-erythrose, D-threose, L-erythrose, L-threose
(1) I, II (2) I, II, IV
(3) L-erythrose, L-threose, L-erythrose, D-threose
(3) I, III (4) I, II, III and IV
(4) D-threose, D-erythrose, L-threose, L-erythrose
 21

11. Consider the following structures (i), (ii), (iii) and 12. Assertion: D-mannose is C1-epimer of glucose.
(iv) Reason: Two epimer have opposite configuration
at only one stereogenic center out of at least two.
(1) Both assertion and reason are correct and the
(i) (ii)
reason is a correct explanation of the assertion.
(2) Both assertion and reason are correct but
reason is not a correct explanation of the
assertion.
(iii) (iv)
(3) Assertion is correct but reason is incorrect
(4) Assertion is incorrect but reason is correct.
Which of the following statements is not correct?
(1) (ii) and (iii) are identical
(2) (i) and (ii) are enantiomers
(3) (i) and (iii) are enantiomers
(4) (ii) and (iv) are enantiomers
 22

DPP-11
[Calculation of no. of stereoisomers, optical activity]

1. The least number of carbon atoms in alkane 8. Total number of stereoisomers of compound is :
forming optical isomer is:
(1) 3 (2) 5
(3) 7 (4) 2 (1) 2 (2) 4
2. The total number of stereoisomers possible for (3) 6 (4) 8
following compound is- 9. Total number of stereoisomers in given compound is :

Ph–CH=CH– –CH=CH–CH3
(1) 6 (2) 4
(1) 2 (2) 16 (3) 8 (4) 16
(3) 6 (4) 8 10. The number of optically active stereoisomers possible
3. The total number of stereoisomers for the following for butane – 2, 3 – diol :
compound is- (1) 1 (2) 2
Cl OH (3) 3 (4) 4
CH3–CH–CH–CH–CH3 11. Which of the following is incorrectly matched?

Br (1) C3H5Br  4 structural isomers

CH3 CH3
(1) 6 (2) 4
(3) 8 (4) 16 (2)  4 geometrical isomers
4. How many total number of stereo isomers are
CH3 CH3
possible in the following compound?
OH
CH3 – CH = CH – CH – CH2 – CH3
(3) HO  8 optical isomers
CH 3 O
(1) 4 (2) 2 OH OH
(3) 6 (4) 3 CH=CH–CH2–CH3
5. CH3  CH  CH  CH  CH3 (4)  6
| | |
Br Br Br CH=CH2
Total number of stereoisomers in the above stereoisomers
compound is…….. 12. Assertion: Only two optically active stereoisomers
(1) 3 (2) 6 are possible for 2, 3-butanediol.
(3) 2 (4*) 4 Reason: Total number of stereoisomers of the
6. How many isomers of molecular formula C5H10 are compound 2, 4-dichloroheptane are 2.
optically active? (1) Both assertion and reason are correct and the
(1) 4 (2) 5 reason is a correct explanation of the assertion.
(3) 3 (4) 2 (2) Both assertion and reason are correct but
7. How many stereoisomers (geometrical and optical) reason is not a correct explanation of the
are possible for the following compound? assertion.
CH3CH=CHCH2CH(OH)COOH (3) Assertion is correct but reason is incorrect
(1) 1 (2) 2 (4) Assertion is incorrect but reason is correct.
(3) 3 (4) 4