DPP NO.

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

1. Provide major organic product of the following reactions:

Na/Δ

]
(A)
Br Br Et2O

TB
Cl

Na/Δ
Et2O

(B) Cl
Cl
Cl
Na/Δ
[II
NA
Et2O
(C) Br Br
Cl

Na/Δ
Et2O
RA

Cl Cl

(D) Cl
Na/Δ
Cl Cl Et2O
IN

(E)
Cl

Cl Na/Δ
CH

Et2O
Cl

(F) Cl
SA

2. Predict the major product in the following reactions:

COOK electrolysis
(aq.)
(A) KOOC

Page No. 1
 COOK
electrolysis

(B) COOK (aq.)

COOK

COOK electrolysis Two products

KOOC
(aq.)
(C) COOK
COOK

electrolysis

]
(aq.)

TB
(D) COOK

3. How many different dibromides (including stereoisomers) on heating

with sodium in either can give methyl cyclopentane as single product?

4. Identify product:
(A) CH3-Br + 2Na + Br-CH3 ether A
[II
NA
ether
(B) Et-Br + 2Na + Br-Et A
ether
(C) CH3-Br + 2Na + Br-Et A+B+C
Br

Na
RA

Ether

(D)
Br Na
(E) Ether
Na
IN

(F) Ph-CH2-Br ether

Br
CH

Na Naphthacene
Dry Ether
SA

(G) Br

Page No. 2
 CH2Br

Na A + B
Dry Ether
X

(H) CH2Br (A and B are isomers)

* Na
H2C CH CH2 Cl A+B+C
(I) Dry ether
Br
Cl
Na
Dry Ether
(J)
Cl

]
TB
Na
Dry Ether
(K)
Br

Na
[II
NA
Dry Ether

(L) Cl
RA

5. Identify reactant:
Na
(A) A Ether n-butane
Na
IN

(B) A+B Ether n-pentane

Na
(C) A+B Ether propane
CH
SA

Page No. 3
 ANSWERS

1.

(A)

(B)

(C)

]
(D)

TB
(E)

[II
NA
(F)
2.
RA

(A)
IN

(B)
CH

(C) +
SA

(D)

3. 5

Page No. 4
 DPP NO. (JEE MAIN+ADVANCED)
Max Marks: Max Time:

Q. Give the relative stability of the following compounds:

]
TB
1. I. II. III.

[II +
CH2
NA
+
C

+
CH
2. I. II. III. IV.
+
C
RA

+
Et Et CH2
Et
+
+ +
C
CH2 CH

3. I. II. Et III. Et IV.

IN

+
CH
CH

+ + +
CH C HC

4. I. II. III. IV.

SA

Page No. 1
5. I. II. III. IV.

6. I. II. III. IV.

]
TB
7. I. II. III.

[II
NA
RA
IN
CH
SA

Page No. 2
 ANSWERS

1. I>III>II
2. III>II>IV>I
3. III>II>IV>I
4. III>II>IV>I
5. I>II>IV>III
6. I>II>IV>III

]
TB
7. II>III>I

[II
NA
RA
IN
CH
SA

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

Q. Identify monochlorination products including stereochemistry.

]
Cl2 / hv
1. H3C CH2 CH3

TB
Cl 2 / hv
2. H3C CH2 CH2 CH3

3. H3C CH2 CH2 CH3

Cl 2 / hv

[II
NA
Cl2 / hv

4.
RA

Cl 2 / hv

5.

Cl 2 / hv
IN

6.
CH

Cl2 / hv

7.
SA

Cl2 / hv

8.

Page No. 1
 Cl 2 / hv

9.

Cl2 / hv

10.

Cl 2 / hv

]
11.

TB
12.
Cl2 / hv

[II
NA

Cl2 / hv
RA

13.
IN

CH3
CH

Cl2 / hv
SA

14. H2C CH3

Page No. 2
 ANSWERS

1. 2 products

2. 3

3. 4

4. 8

]
5. 8

TB
6. 3

7. 6

8. 3
[II
NA
9. 1
RA

10. 5

11. 8
IN

12. 4
CH

13. 7

14. 16
SA

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

Q. Identify dichlorination products (including stereo):

]
Cl

TB
Cl 2 / hv

1.

[II
Cl

Cl2 / hv

2.
NA
(R-form)

Br
RA

Cl 2 / hv

3.
IN

Cl

Cl2 / hv
CH

4.

Cl
SA

Cl2 / hv

5.

Page No. 1
 CH3

Cl2 / hv
Cl H

CH2

6. CH3

CH3

Cl2 / hv
H Cl

CH2

]
7. CH3

TB
Racemic mixture of Cl2 / hv
8. 2-chlorobutane

Cl
[II
NA
Cl 2 / hv

9.
RA

Cl
Cl 2 / hv

10.
IN
CH
SA

Page No. 2
 ANSWERS

1. 3 products

2. 5

3. 9

4. 7

5. 6

]
6. 5

TB
7. 5

8. 8

9. 9 [II
NA
10. 4
RA
IN
CH
SA

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

Q. Identify product including stereochemistry:

]
Ni/ D2
1.

TB
Ni/ D2

2.

CH2CH3
[II
NA
Ni/ D 2
3.

Ni/ D 2
RA

4. CH2CH3
IN

Ni/ D2

5.
CH

Ni/ D2
SA

6.

Ni/ D2
7. H3C CH CH2

Page No. 1
 Ni/ D2
8. H3C C C CH3

Ni/ D2

9.

Ni/ D2

]
10.

TB
C C CH3

CH3 H2

11. H
C C

H
Pd - BaSO4

[II
NA
C C CH3

H2
H
Pd - BaSO4
RA

C C

12. H CH3

H3C Ph
IN

H2
Pd

13. H3C Ph
CH

Ph CH3

H2
SA

Pd

14. H3C Ph

Page No. 2
 ANSWERS

]
TB
[II
NA
RA
IN
CH
SA

Page No. 3