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I IIIIII IIIII IIIII IIIII IIIII 1\11III\

VI Semester

B.Sc.Ed./M.Sc.Ed.

Examination,

(Scheme:

CBCS)

Chemistry Organic Chemistry Time:

May 2015

-II

2 Hours

Max. Marks: 50

Instruction: .a)

Your answers should be brief and specific.

Predict the product(s) of the following reactions and suggest suitable reaction mechanism.

6 NaOH

i) PhCHO + CHCl3

~ ?

AICl3

ii) PhOCOCH3

?

b) Describe a method of distinguishing

between three classes of alcohols.

4

OR 2,

a) Write a brief note on the acidic character of alcohols and phenols.

4

b) Explain the mechanism

6

of the following

reactions with suitable example,

i) Claisen rearrangement. ii) Gattermann

synthesis.

3. a) Predict the product(s) of the following reactions and discuss thejrmechanism. i) 2 CH3CHO ii)

PhCHO

6

dil. NaOH AC20

/ NaOAc

b) Write a brief note on HVZ reaction,

4

OR 4. a) Propose suitable

mechanism

b) How will you synthesize i) Acetophenone ii) Citric acid.

for acid catalysed

the following compounds

hydrolysis

of an ester.

3

?

4

groups in organic synthesis.

3

using 1,3-dithiane.

c) Write a short note on acetals/ketals

as protecting

P.T.O.

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5. a) How do you synthesise acetoacetic ester ?

the following

i) Succinic acid b) What are enamines enamine ?

compounds

from malonic ester or

ii) Crotonic acid. ? How will you synthesise

6

2-methyl cyclohexane

using

4

OR 6. a) How do you effect the following conversions i) Acetoacetic

?

6

ester to antipyrine

ii) Malonic ester to adipic acid. b) Write a brief note on acid hydrolysi$ ethylacetoacetate.

and ketonic hydrolysis

4

7. a) How will you separate mixture of primary , secondary using Hinsberg's reagent ? b) Discuss the mechanism

of

of diazotization

and tertiary amines

reaction.

OR

.C', I ~

8. q) Write short notes on the following: i) Gabriel Phthalimide

&

4

..

.;...p~::~C&. ti o

6

reaction

ii) Reduction of nitro compounds b) Arrange the following

6

under acidic, basic and neutral conditions.

in the decreasing

i) 4-nitroaniline

order of their basicities giving reasons.

ii) methylamine

iii) aniline.

4

9. a) Write a note on oxidative

cleavage

of glycols using HIO4 and Pb(OAc)4"

b) How do you synthesize esters from ketones ? Name the reaction and discuss the mechanism of the reaction involved.

5

5

OR

10. a) Describe the synthesis of acetoacetic ester from ethyl acetate and suggest a suitable reaction mechanism. b) Discuss any three synthetic applications of diazonium salts.

5 5