DISTANCE EDUCATION
M.Sc. (Chemistry) DEGREE EXAMINATION,
DECEMBER 2017.
ORGANIC CHEMISTRY — I
(2008 onwards)
Time Three hours Maximum 100 marks
Answer any FIVE questions.
All questions carry equal marks.
20 100)
1. Explain why C-C single bond in propene is
slightly shorter than C-C single bond in
ethane.
Draw potential energy diagram for a reaction
proceeding by two steps.
What are non-benzenoid aromatic compounds?

Trifluoroethanol is more acidic than ethanol.
Explain.
What do you mean by thermodynamically and
kinetic controlled reaction? Explain it with an
example.
Explain the phenomenon of resonance with an
example. Account for the acidic nature of phenol
based on resonance.
What are tropolones? How would you account for
the aromatic character of tropolones.
Sub. Code
11
DE-2961
2
WK 6
2. Differentiate between nucleiophile and bases.

Allyl halide undergoes SN1 and SN2 reactions
faster than allayl halides. Give reason.
Briefly account on ortho-para ratio.
Discuss the effect of structure of substrate, medium,
leaving group on substitution reaction.
3. Amount for the orientation of the double bond in E2
elimination under Hoffman and Saytzeff conditions
(one example for each).
Explain the stereochemistry of addition of Br2 to
olefin with suitable example.
Give the mechanism of the following reaction
Gattermann koch formulation.
Cannizaro reaction.
What happens when chlorobenzene is treated
with KNH2?
State Bredt's rule and explain with an
example.
4. How would you elucidate the structure of zingiberene?

5. Discuss the primary, secondary and tertiary
structure of proteins.
Discuss elaborately the end group analysis in
peptides.
6. How would you synthesis the following compounds?
Indole
Flavone.
Outline the synthesis of camphor.
Write note on solid phase peptide synthesis.
DE-2961
3
WK 6
7. Define Hammond's postulate.
Explain inductive effect with an example.
Which undergoes dehydrobromination readily?
meso l 3 dibromo butane.
Explain.
Predict the product formed
Discuss the mechanism of berzoin condensation.
Illustrate steric inhibition of resonance with
suitable example.
Discuss the concept of homoaromaticity and
antiaromaticity with suitable example.
8. What happens when morphine is distilled with zinc?

Distinguish between DNA and RNA.
What are enzymes? What are their characteristics?

Write down the functions of oxytocin.
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