SIKKIM UNIVERSITY

Department of Chemical Sciences

Organic Chemistry I: CHE-PG-C102
End Semester: December, 2015
Dr. B. G. Roy
Total Marks: 50 Time: 2 h
Section A

Answer all questions (20 x 1 = 20)

1.
A. Which of the following amino-phenols on reaction with nitrous acid will result following
aldehyde

B. The major product formed in the reaction given below is

C. Which of the following will be major product of the reaction below?

D. Which of the following will be major product of the reaction below?

E. The major product of the following reaction is

F. The major product formed in the following reaction is.

G. The major product formed in the following reaction is.

H. The major product formed in the following reaction is

 I. Which is the correct structure combination of A and B.

J. The major product formed in the following reaction is.

Section B
Answer any Two (2 x 10 = 20)

2. a) Write the major products in each of the following reaction. Give mechanism in each case. 3

b) Which product do you expect from following reaction and why? 2

c) Explain the difference in major products following reactions? 3

d) How will you explain following difference in products show with mechanism? 2
3. a) How will you carryout following transformations. Give proper mechanism in each case. 4

b) Give proper reagents required for following transformations. Give step by step mechanism in each
case. 6

4. a) How will you carryout following transformations. Give mechanism for each step of the
transformation.

8
b) Write the structure of A and B? Give reason for their formation. 2

4. a) How will you carry out following transformations? Mechanisms are not necessary. 2

b) Explain the difference in product formation with temperature in following reaction? 2

Me Me Me Me
Me CH3Cl, AlCl3 CH3Cl, AlCl3
+
40 oC 160 oC
Me
Me

c) How will carry out following transformations? Mechanisms are not necessary. 3+3 = 6

i.

ii.