Gujarat Technological University 2010 M.Pharm Advanced Organic Chemistry-I - Question Paper

Q.1 (a) Draw various structural isomers of 2-methylbutylbromide. What will
be the dehydrohalogenation product of this isomers ? provide reaction
mechanism of every reaction.
11
(b) Write a note on Aromatic Nucleophilic substitution. 05
Q.2 (a) What will be the implications of resonance and hyperconjugation on
various physical and chemical properties of organic compound?
define with suitable examples.
11
(b) Write a note on Pinacol rearrangement. 05
Q.3 (a) Enumerate various different mechanism involved in ester hydrolysis.
Write in detail about every with example.
08
(b) How will you convert benzene to m-aminophenol. 04
(c) provide chemical reaction involved in conversion of isopropyl alcohol to
n-propanol.
04
Q.4 (a) Which kinds of alkyl halide reacts faster with dilute or strong sodium
hydroxide ? What will be the product form ? define the reaction
mechanism involved in every reaction.
11
(b) explain in detail about different factors influencing the reactivity of
molecule.
05
Q.5 (a) elaborate Ylides? How sulphur and phosphorous ylides generated?
Write in detail about its importance in organic synthesis.
11
(b) Write a note on various photochemical reactions with suitable
examples.
05
Q. six (a) define subsequent with suitable examples
i. Hoffman and saytzeff's rule of elimination.
ii. Antimarkonikov's addition
06
(b) Enumerate various aromatic compounds having non-benzenoid
structure. Prove their aromaticity.
05
(c) Write a note on influence of neighboring group on nucleophilic
substitution.
05
Q.7 (a) What is tautomerism ? explain in detail about keto-enol tautomerism
with suitable example.
06
(b) Why rearrangement occur in organic reaction ? Write a note on
Hoffman rearrangement.
05
(c) Write a note on i. Claisen condensation ii. E1cb reaction 05

Earning:   Approval pending.