Andhra University 2008 B.E Chemical Engineering - Question Paper

II Year B.E./B.Tech Degree exam

ORGANIC CHEMISTRY

Chemical Engineering

Time: three hours Max.Marks: 75

ques. one is compulsory

ans any 4 from ques. two to 8

All ques. carry equal marks

1. a) What is the optical activity? provide the criteria. 3M

b) Why it is more difficult to nitrate nitrobenzene than

benzene? 3M

c) What is Diazotization? discuss the coupling reaction

with an example. 3M

d) How do you synthesise tertiary alcohols through

Grignard’s method? 3M

e) Fructose decreases Fehling’s solution. Being a

ketohexose. discuss. 3M

2. a) A compound A, molecular formula C11 H11 NO4, on

treatment with aqueous NaOH yields. Ethanol and

compound B provide C, C9 H1 NO4 which is soluble in

aqueous sodium carbonate with effervescence.

Catalytic reduction of B provide C, C9 H11 NO2, which

can be diazotized. Vigorous oxidation of B provide a

compound which can be prepared by the action of nitric

acid and sulphuric acids on benzoic acid. explain their

reactions. 10M

3. a) At low temperature, the 1, 2-addition product of the

reaction of HBr and 1,3-butadiene is. major product

of the reaction. At higher temperature, the 1,4-addition

9

product is the major product. Write a complete

explanation. 8M

b) Write a note on Wurtz reaction.

4. a) Classify amines giving examples. explain the effect of

substituents on the basicity of aromatic amines. 8M

b) Write a note on sulpha drugs. 7M

5. a) Illustrate with examples, how in aromatic compounds

further substitution is governed by the nature of

substituent already current in the ring. 9M

b) Write a note on Friedel Crafts alkylations and its

limitations. 6M

6. Write notes on:

a) Perk inconsideration 5M

b) Wiliamson Synthesis 5M

c) Fries rearrangement. 5M

7. a) How Primary, Secondary and Tertiary alcohols are

distinguished from 1 another? 9M

b) explain the industrial preparation of phthalic acid.6M

8. a) define the ring structure of D-glucose. 7M

b) How will you convert D-glucose into Fructose and

Vice-Versa? 8M

Earning:   Approval pending.