DPP NO.

(JEE MAIN+ADVANCED)
Max Marks: Max Time:

1. Which of the following compounds will exhibit geometrical isomerism?

D I H3C Br

]
TB
C C C C

(A) D Br (C) H3C Cl

H Cl H Cl

(B) H3C
C C

Br
(D) [II
H3C
C C

Cl
NA
2. Stereoisomers have different:
(A) Molecular Formula (C) Configuration
(B) Structural Formula (D) Molecular Mass
RA

3. Geometrical isomers differ in:

(A) Position of functional group
(B) Spatial arrangement of atoms
(C) Position of atoms
IN

(D) Length of carbon atoms

4. Which of the following compound does not have restricted rotation?

CH

CH3

CH3 (B)
SA

(A)

Page No. 1
 Br CH3 CH3 CH3

C C H C C H

(C) Cl H
(D) Br Br

5. Which of the following isomerism is shown by alkenes but not by

alkanes?
(A) Conformational (C) Geometrical
(B) Optical (D) Chain

6. Which of the following compound has restricted rotation?

H3C CH3

]
C C C C

TB
(C)
(A) H3C CH3
CH3

[II
C

(B) H (D) All of these

NA
7. Which compound can show geometrical isomerism?
CH3 H3C CH CH CH3
(C)
H3C CH3
H3C CH C
C C
RA

(A) CH3

(B) H3C CH CH2 H3C CH3

(D)

8. Geometrical Isomerism is shown by:

H I H3C Cl
IN

C C C C

(A) H Br H3C F
(C)
CH

H I Ph Cl

C C C C

(B) H3C Br H3C Cl

SA

(D)

Page No. 2
9. Which of the following will not show cis-trans isomerism?
H3C C CH CH2 CH3 H3C CH CH CH3
(C)
(D) H3C CH2 CH CH CH2 CH3
(A) CH3
H3C CH CH CH CH2 CH3

(B) CH3

10. The ‘E’-isomer is:

F H H3C C2 H5

C C C C

]
(A) Cl Br H CH(CH3)2
(C)

TB
H3C CH3

C C
(D) None of above
(B) H H

11. Geometrical isomerism will be exhibited by-

(A) 1-Pentene (C) 2-Pentene [II
NA
(B) 3-Methyl-1-butene (D) All of these compounds

12. Which of the following compounds can show geometric isomerism?

(A) Vinyl Chloride (C) 1,2-Dichloroethene
RA

(B) 1,1-Dichloroethene (D) Trichloroethene

13. The ‘Z’-isomer is:

Cl H H3C Cl
IN

C C C C

(A) F Br (C) H5C2 COOH

Cl CH3 HOOC COOH
CH

C C C C

(B) F C2 H5 (D) H H
SA

14. The Compounds X and Y in below reaction can be

-H2O
Ph-NH.NH2 + X + Y P + Q (Organic Products)

Page No. 3
 H3C CH2 C CH3 H3C C Ph

(A) O + O
Ph C CH3

(B) O + H3C CHO

(C) H2C O + H3C CHO

H3C C CH3

(D) H2C O + O

15. Which of the following compound cannot show geometrical

isomerism?

]
Br H3C CH3
Br

TB
Cl

(A) (C) H3C CH3

[II
Cl
CH3 H3C

CH3
CH3
NA
(B) (D) H3C
RA

16. The correct stereochemical name of

H3C H

C C H
IN

H H2C C

C CH3
CH

COOCH3
(A) Methyl 2-methylhepta (2E,5E) dienoate
(B) Methyl 2-methylhepta (2Z,5Z) dienoate
SA

(C) Methyl 2-methylhepta (2E,5Z) dienoate

(D) Methyl 2-methylhepta (2Z,5E) dienoate

Page No. 4
17. The total no. of geometrical isomers possible in the following
compound is:

Ph CH CH CH CH CH3

(A) 2 (C) 6
(B) 1 (D) 8

18. The total no. of geometrical isomers possible in the following

compound is:
CH3-CH=CH-CH=CH-C2H5
(A) 4 (C) 2

]
(B) 3 (D) 5

TB
19. The total no. of geometrical isomers possible in the following
compound is:

(A) 4
6
CH CH CH

(C) [II
CH

3
2
NA
(B) (D)

20. What characteristic is the best common to both cis-2-butene and

trans-2-butene?
RA

(A) B.P. (C) Heat of hydrogenation

(B) Dipole Moment (D) Product of hydrogenation
IN
CH
SA

Page No. 5
 ANSWERS

1. B

2. C

3. B

4. D

5. C

6. D

7. C

]
8. B

TB
9. A

10. C

11. C

12. C

13. D
[II
NA
14. D

15. A
RA

16. D

17. D

18. A

19. C
IN

20. D
CH
SA

Page No. 6
 DPP NO. (JEE MAIN+ADVANCED)
Max Marks: Max Time:

1. Match the column :

]
Column-I Column-II

TB
F Br

(A) H3CO
F Br
F

[II (P) cis

A
(B) F OCH3
(Q) trans
N
RA

OCH3
IN

(C) (R) E
OCH3
CH

(D) OCH3 (S) Z

SA
2. Which will show geometrical isomerism ?
Cl Cl

T T

(A) H H H H
(C)
D D
D D

(B)

]
(D)

TB
3. Which compound(s) will show Geometrical
isomerism ?
H3C
[II
A
N H

(A)
N
Cl Cl

C C C
RA

H
(B) H

CH3
IN

H3C

(C)
CH

O
N
SA

N
O

(D) H

Page No. 2
4. Which of the following can show geometrical isomerism ?
OH Me

Me

(C) Me
(A)

CH3

(D)

]
(B) C(CH3).N(OH)

TB
5. Total number of geometrical isomers for the following compound :

[II
N A
(A) 8 (B) 2 (C) 4 (D) 3
RA

6. Calculate total number of geometrical isomers in following

compound.
IN

(i) CH3–CH=CH–CH=CH–CH=CH–CH3
(ii) CH2=C=CH–CH2–CH=C=C=CH–Me
Me
CH

(iii) D
SA

Page No. 3
 (iv)
(v) Br–CH=C=C=CH–CH=CH–Br

7. Which of the following represent Z isomers ?

MeO Et

]
(A) H CH2Cl

TB
Br Me

(B) H

O
Cl
O
[II
N A
RA

O
(C) O

O
IN

O
CH

(D) O O
SA

8. The terpene ocimene has the IUPAC name (3E)–3,7-dimethyl-1,3,6-

octatriene, what is the structural formula of this compound ?

Page No. 4
 (A)

]
TB
(B)

[II
AN
RA

(C)
IN
CH

(D)
SA

Page No. 5
9. Maleic acid and fumaric acid are :
(A) Position isomer
(B) Geometrical isomer
(C) Enantiomers
(D) Functional isomer

+ +
10. Statement-1 : Me CH2 is more stable than MeNH CH2

Statement-2 : Me is a +I group whereas MeNH is a -I group.

(A) Statement-1 is true, statement-2 is true and statement-2 is
correct explanation for statement-1.
(B) Statement-1 is true, statement-2 is true and statement-2 is not

]
the correct explanation for statement-1.

TB
(C) Statement-1 is false, statement-2 is true.
(D) Statement-1 is true, statement-2 is false.

[II
N A
RA
IN
CH
SA

Page No. 6
 DPP NO. (JEE MAIN+ADVANCED)
Max Marks: Max Time:

Assign E-Z to the following double bonds:

]
NC CH2NH2

TB
1. H
6. HO3S SO2Cl

[II
H3C

C N
NA
2. O
7. H OH

COBr
RA

3. SO 3H

COCH3
IN

4. 8. O

IH2C CH2CCl3
C
CH

CH2COCH3

C
9. H2N NO2
5. NHCOCH3
SA

10.

Page No. 1
 n-Pr

i-Pr

16.
NC HC CH2
11.
Cl OCH2CH3
17. OHC CHO

12. OCl OLi

]
COCH2CONH2

TB
O

O
O
18. H2C CH COCH2I

C C

O [II
T3C NHCOCH3
NA
O
13. O
19. D3C I

H OH
O
RA

O O
18
14. D OH
IN

O2N O

O O
CH

20.
Cl

15.
SA

Page No. 2
 ANSWERS

1. Z

2. Z

3. Z

4. E

5. Z

6. E

7. E

8. E

]
TB
9. E

10. Z

11. Z

12. Z

13. Z [II
NA
14. Z

15. E

16. Z
RA

17. Z

18. E

19. E
IN

20. E
CH
SA

Page No. 3
 DPP NO. (JEE MAIN+ADVANCED)
Max Marks: Max Time:

1. Which of the following is the staggered conformation for rotation about

the C1-C2 bond in the following structure?

]
CH3

TB
H3C CH CH2 CH3
1 2 3 4
H H

(I)
CH3

H
H
CH2CH3

H
(III)
[II
H3C

H
H
CH3

H
NA
CH3 H
H3C CH2CH3 H5 C2 H

H3C H H H
(II) H (IV) H
RA

H H

H
H3C CH3
(V) H
IN

(A) I (C) III

(B) II (D) IV and V
CH

2. Among the butane conformers, which occur at energy minima on a

graph of potential energy versus dihedral angle?
(A) gauche only
SA

(B) eclipsed and totally eclipsed

(C) gauche and anti
(D) eclipsed only
(E) anti only

Page No. 1
3. Which of the following shown below represents the most stable
conformation about the C1-C2 bond of 1-iodo-2-methyl propane?
CH3 CH3
H CH3 I H

H H H CH3
(A) I (C) H
CH3 H
I H I CH3

H H H H
(B) CH3 (D) CH3

]
4. Comprehensive:
Torsional and steric strain Energy:

TB
Type of inter action Energy increases
H, H Eclipsing 1 kcal/mol
H, CH3 Eclipsing 1.5 kcal/mol
CH3, CH3 Eclipsing
CH3, CH3 Gauche

(i)
4 kcal/mol
0.9 kcal/mol
[II
Based on the above data calculate the energy difference between
NA
the two conformers given below:
CH3 H
H CH3 H CH3
RA

H H H CH3
CH3 CH3
(A) 1.8 kcal/mol (C) 2.7 kcal/mol
(B) 0.9 kcal/mol (D) 3.6 kcal/mol
IN

(ii) Calculate the rotational barrier to designate bond.

H3C C(CH3)3
CH

(A) 4 kcal/mol (C) 5 kcal/mol

(B) 4.5 kcal/mol (D) 5.5 kcal/mol

5. Draw the Newman projection that represents the least stable

SA

conformation of 3,3-dimethylhexane viewed along the C3-C4 bond.

Page No. 2
6. Draw the Newman structure for the most stable conformation of 1-
bromopropane considering rotation about the C1-C2 bond.

7. Below are six conformations for a specific compound. With respect to the
biggest groups, determine which structures are eclipsed, anti, gauche,
highest in energy and lowest in energy.

]
Me Me
MeH

TB
H H Et H
C
Et
Pr Me Pr Me
Pr Me
Et H H

[II
NA
MeH MeH MeEt

Et H H
Pr Me Pr Me Pr Me
RA

H Et H
IN
CH
SA

Page No. 3