DISTANCE EDUCATION
M.Sc. (Chemistry) DEGREE EXAMINATION, MAY 2017
ORGANIC CHEMISTRY — I
(2008 Onwards)
Time Three hours Maximum 100 marks
Answer any FIVE questions.
Each question carries 20 marks.
20
1. State the rules for resonance.
Discuss the effect of hydrogen bonding on shape and
properties of molecules.
Write note on organic reactions proceeding through
nitrene mechanism.
Explain field effect with suitable example.
Explain any two non-kinetic methods for the
determination of reaction mechanism.
2. What are hard and soft acids and bases? Give an
example for each.
Explain the effect of nucleophile and leaving group
in the SN1 and SN2 reaction.
What are annulens? How would you account for the
aromatic character of annulens?
What is meant by thermodynamically and
kinetically controlled reaction? Explain with
suitable example.
Sub. Code
11
DE-659
2
WS 20
3. Write note on partial rate factor.
Give any two possible ester hydrolysis mechanism
with an example.
State and illustrate Saytzell elimination.
Compare aldol condensation with cannizzaro
reaction.
4. How is exhaustive methylation reaction helps in
determinating the structure of alkalodis?
How will you effect the following conversion?
pinene to norpinic acid.
Discuss the stereochemistry of hydroxylation
reaction? carry one).
Discuss the orientation of the double bond in
elimination under various condition.
5. Write down the various steps involved in the
synthesis of Indole.
How would you predict the ring size in the
camphor?
Discuss the Grignard addition on
unsaturated carbonyl compound.
Write the detail mechanism of Wittig reaction.
Discuss the role of lithium dimethylcuprate reagent
in organic reaction
6. Discuss briefly the biosynthesis of Terpene.
Write down the various steps involved in the
synthesis of camphor.
How would you synthesise flavone?
DE-659
3
WS 20
7. Give the mechanism for SN1 and SN2 reaction.
Hydroboration is a regionspecific reaction. Explain
with suitable example.
Write note on pyrolytic cis-elimination.
Explain Zeisel method with suitable example.
Write the structure of the product formed when
morphenol is fused with potassium hydroxide?
8. Write down the any method of end group analysis of
amino group in protein.
Write note on solid phase peptide synthesis.
Describe any two method for determining ring size
of sugar.