Cochin University of Science and Techology (CUST) 2007-3rd Sem M.Sc Chemistry IN APPLIED ,2OO7 CHE 2302 SPECTROSCOPY - Question Paper

How would you bring about the following transformation ?

By    ' ^cootj -

K

(5) Complete the following reactions:

{tlhj C Ui-cool4

Outline the mechanism for the formation of flavone from benzoyloxy acetophenone by Baker-Venkataraman method.

How would you account for the formation of a mixture of 2¹- and 3 - phosphates from RNAs

by alkaline hydrolysis.

(8)    What is replication of DNAs ?

(9)    How would you effect the following transformation ? Cholesterol -> 5/3 - cholestan - 3/3 -01 .

(10)    Outline the sysnthesis of alanine by Streckers method.

PART -B

(All questions carry EQUAL marks)

Formulate the product(s) in the following reactions. Show the stereochemistry wherever applicable:

9

(5x1=5) OR

Explain and compare the following:

(i)    Woodward and Prevost hydroxylations

(ii)    Hydrazine and Diimide Reduction    (2/₂x2=5)

(i) Why a - organochromium (111) reagents are better reagents than Grignard reagents ? Explain.

(iii) 9-BBN (9-Borabicyclononane) is a regiospecific reagent when

compared to Borane-Account for this.    (2Yi+2'A=5)

OR

Discuss the following:

(i)    Gilman reagent

(ii)    Phase transfer catalyst    (2¹/2+2'/2=5)

Explain the following:

(i)    Synthesis of penicillin

(ii)    Nomenclature of three membered ring heterolycles containing one heteroatom.    2'A+2Vi=5)

OR

Establish the structure of Cephalosporin.

(Contd.....3)

V.    A. Compare the electrophilic substitution reactions of Quinoline and isoquinoline with suitable

illustration.

OR

B. How would you differentiate simple 4-phenyl-coumarin from flavone by chemical and physical methods ?

VI.    A. Define Biogenesis and Biosynthesis. Explain the biosynthesis of Shikimic acid.

OR

B. Outline the synthesis of the following:

(i) Vitamin C    (ii) Deoxy sugars

VII.    A. What is isoprene rule ? Write a note on biosynthesis of terpenoids.

OR

B. Give a brief account on classification and structure of prostaglandins.

VIII.    A. How would you confirm the presence and position of two double bonds, carboxylic group,

isopropyl group and angular-methyl group in Abietic acid ? Also explain how UV absorption spectrum of abietic acid is helpful in deciding the two double bonds in conjugation.

OR

B. Elucidate the structure of atropine.

IX.    A. What is the importance of the discussion on conformational isomers to our consideration of

secondary, tertiary and quaternary structures of proteins ?

OR

B. Discuss the following:

(i)    Enantioselective synthesis of amino acids.

(ii)    Function of chymotrypsin.

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