OR

Show reaction and mechanism of following? R C

O +

R

CH 3

CHOH

CH 3

b) Show the following reactions. i) C H CHO + CH CHO 6 5 3

Al[OCH(CH )3] 2 3

or ld

2. a)

.in

Code No: 210853 II B.Tech. I Semester Examination November/December, 2002 ORGANIC CHEMISTRY (Chemical Engineering) Time: 3 hours. Max. Marks: 70 Answer any FIVE questions. All questions carry equal marks. --1 What is alkylation and acylation? Give at least three different examples of each.

10% NaOH



ii)

iii)

R

X

C

O+H C

R

:B

Y

Write the structural formulae of the stereo isomers of 2-bromo-3-chlorobutance. Which of them are enantiomers and diastereomers? Which one of the following compounds is not optically active? i) Isoamyl alcohol ii) Lactic acid iii) Cyclohexanol iv) Tartaric acid

nt

3. a)

NaOH

uW

C H CHO + CH COCH 3 6 5 3

Aj

b)

4 a) b)

Discuss the methods of resolution of recemic mixtures. What is the criterion of enantiomerism? Contd….2

Code No: 210853

-2-

OR

What is mutarotation? Explain it by taking glucose as an example Explain Kiliani Fischer synthesis for ascending the series of aldoses.

6 a)

How will you establish the structural relationship between glucose & fructose with the help of chemical reaction if these compounds with phenyl hydrazine. What do you mean by interconversion? Explain the following interconversions. i) Glucose to fructose ii) Aldopentose to Aldohexose

7 a)

b) c)

How the following conversion effected a) Phthalic unhydride b) Aniline c) Aniline d) Phthalicunhydride

uW

8

How does Pyridine react with the following? i) Sodamide in liquid ammonia ii) Fuming sulphuric acid in the presence of mercuric sulphate iii) Lithium aluminium hydride Pyrrole undergoes Electrophilic substitution reactions primarily at C-2 position. Explain. With suitable chemical equations, explain the reduction reaction of Quinoline.

or ld

b)

.in

5 a) b)

Aj

nt

###

Fluorescein para_Rosaniline Magenta Phenolpthalein