Saturday, November 21, 2015

First Year B.Pharmacy,2013 Question Paper,1.4 : PHARMACEUTICAL ORGANIC CHEMISTRY – I,University Of Pune Question Paper

University Of Pune Question Paper
First Year B.Pharmacy Examination, 2013
1.4 : PHARMACEUTICAL ORGANIC CHEMISTRY – I
(2008 Pattern)
Time : 3 Hours Max. Marks : 80
Instructions : 1) Answers to the two Sections should be written in separate
 books.
 2) Black figures to the right indicate full marks.
 3) All questions are compulsory.
SECTION – I
1. Explain the mechanism involved in Friedel craft acylation and nitration of Benzene. 10
OR
1. What is SN1
 and SN2
 reaction mechanisms ? Discuss factors affecting on SN1
and SN2
 mechanism. 10
2. Solve any five : 15
a) What is difference between nucleophilicity and basicity ?
b) Ethyl amine is more basic than Ammonia. Give reason.
c) Methyl group in Toluene is ortho para directing. Explain.
d) Define and illustrate hyper conjugation.
e) Explain enantiomerism with suitable example.
P.T.O.
Seat
No.
[4355] – 104 -2-
f) Draw the structures of the following compounds :
i) 2-methyl-2-butane
ii) 2-methyl propanoic acid
iii) 1, 3, 5-Tribromobenzene.
g) Electron donating groups are ortho/para directors in electrophilic aromatic
substitution.
3. Answer the following, any three : 15
a) Substitution nucleophilic unimolecular internal.
b) Starting from benzene or toluene how will you prepare the following (give only
the reaction equation and conditions).
c) Describe mechanism of sulphonation of benzene. Explain sulphonation in
monosubstituted benzene.
d) What is resonance effect ? Write all possible structure for p-nitrophenol.
e) Give methods of preparation and reactions of alcohol.
SECTION – II
4. Explain why aldehydes are more reactive than Ketones for nucleophilic addition
reaction and add a note on Cannizzaro reaction ? 10
OR
4. Define elimination reaction. Explain E1, E2 and E1cb reactions with their
mechanism. 10
5. Solve any five : 15
a) 1,3-butadiene on treatment with bromine gives two products. Why ?
b) Sulphonic acid is stronger acid than carboxylic acid. why ?
c) Describe how primary, secondary and tertiary amines can be distinguished
from one another ?
d) How will you differentiate the following pair of compounds by simple chemical
test ?
i) Pentanal and Pentanone
ii) Aniline and phenol
e) Define the following :
i) Markovnikoff’s rule
ii) Nucleophile
iii) Acid.
f) Give any two methods of preparation of amines.
g) Give any two reactions of carboxylic acids.
6. Write short notes on any three : 15
a) Aldol condensation
b) Knoevengal condensation
c) Saytzaff’s and Hoffmann elimination
d) Grignard reactions of Aldehydes and Ketones
e) Claisen Ester synthesis.
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