DISTANCE EDUCATION
M.Sc. (Chemistry) DEGREE EXAMINATION, MAY 2017.
ORGANIC CHEMISTRY — II
(2008 onwards)
Time Three hours Maximum 100 marks
Answer any FIVE questions.
Each question carries 20 marks.
20 100)
1. Write the mechanisms of Wagner-Meerwein and
Baeyer-Villiger rearrangements.
Discuss the mechanism of Wolff-Kishner reduction.

Illustrate Robinson annulation reaction with
example.
2. Give an account of Cram's and Prelog's rules.
Elucidate the optical activity of allenes and
biphenyls.
How would you determine the configuration of
geometrical isomers by physical methods?
3. Give an account of conformation and reactivity of
cyclohexanones.
Describe the mechanism of E2 elimination reaction
with suitable example.
Explain briefly the Barton and Gomberg
rearrangements.
Sub. Code
21
DE-663
2
wk12
4. Explain briefly Norrish I and II type reactions with
suitable examples.
Explain Frontier molecular orbital method for 4+2
cycloaddition of 1,3-butadiene and ethylene.
5. Give the synthesis of progesterone and
androsterone.
Describe the physiological significance of vitamins.

Elucidate the structure of vitamin B2.
6. What are blocking groups? Explain with example.
Illustrate the Clemmensen reduction with suitable
example.
Discuss in detail the optical isomerism of
compounds containing one asymmetric carbon.
7. Explain the following reactions with examples
3
Ullmann
Pschorr
Hunsdiecker.
Discuss the stability and reactions of free radicals.

Give an account of polymerization reaction.
8. Give the biosynthesis of cholesterol.
Illustrate the structural elucidation of oestrone.
Write a short note on Oppenauer oxidation.