Saurastra University 2006 M.Sc Computer Science Organic Pharmaceutical Chemistry : - VIII - Question Paper

M. Sc. (Part - II) ExaminationNo.__________

April / May – 2006
Organic Pharmaceutical Chemistry : Paper - VIII
(Heterocyclic Compounds & Streochemistry)
Time : three Hours] [Total Marks : 100
Instructions : (1) All ques. carry equal marks.
(2) Attempt 5 ques. in all.
(3) ques. No. one is compulsory.
(4) Attempt any 4 ques. from ques. No.
2 to 7.
1 ans any 5 :
(a) ans any 4 of the subsequent :
(1) Determine R, S chirality of the subsequent compounds.
(a)
Cl
F Br
I
(b) CH CH COOH
NH
3
2
- -
|
(2) discuss throe and erythro nomenclature with suitable
example for every.
(3) provide briefly difference ranging from d and D, l and L.
(4) Differentiate ranging from asymmetric and dissymmetric
molecules.
(5) Differentiate ranging from conformation and configuration
briefly.
(b) discuss - pyridine is nitrated at 3 position but its oxide
at 4 position.
(c) Pyrazole is more basic as compared to pyrrole.
(d) elaborate geometrical isomers ? explain any 1 method for
the determination of configuration of geometrical isomers.
(e) provide the structure of any 2 :
(1) Difuro [2, three - b, 3' , 2' -e] pyrazole.
(2) Oxazolo [4, five - C] pyrazole.
(3) four - H -Imidazol [5, four - d] thiazole.
(f) provide the nomenclature of any 2 :
(1)
(2)
(3)
(g) Justify streeoregularity in protein synthesis.
2 Attempt any 3 of the subsequent :
(a) explain electrophilic substitution reactions of pyridine.
(b) explain the reactivity of acridine and pyrazole.
(c) explain the chemistry of oxirane and azetidinone.
(d) explain the chemical relationship of uric acid with
theophylline, caffeine and theobromine.
3 Attempt any 5 conversions :
(1) Quinoxaline from O-phylenediamine.
(2) b -phenylethylalcohol from oxitane.
(3) Carbazole from cyclohexanone.
(4) 8-Hydroxyquinoline from O-aminophenol.
(5) 4-Methyl coumarine from phenol.
(6) 4-Hydroxy cinnoline from O-aminoacetophenone.
(7) 2-Phenylindole from accetophenone.
ST-2825] two [Contd...
4 ans any 3 of the subsequent :
(1) discuss streospecific and streoselective reactions with one
example of every.
(2) What is topocity ? Differentiate ranging from enantiotropic and
diastreotopic ligand with suitable example.
(3) What is racemic modification ? explain the methods of
racemization.
(4) provide structure of compounds containing fused ring system
having 2 hetero atom. provide synthesis of any one.
(5) explain the reactivity of pyridazine.
5 Attempt any 3 of the subsequent :
(1) provide the synthesis of thietane and explain its chemistry.
(2) provide atleast 2 methods for the synthesis of imidazole.
(3) explain conformations of 1,2, 1,3 and 1,4-dimethylcyclohexane.
(4) elaborate streoregulated polymers ? provide classification. explain
a method of the synthesis.
(5) explain atleast 2 methods for synthesis of any two.
(a) Pyrimidine
(b) Thionaphthalene
(c) Dibenzofuran.
6 ans any 3 of the subsequent :
(1) discuss streochemistry of Hydrindane.
(2) explain the streochemistry of fused six-six ring system.
(3) discuss rigidity of ring system and its effect on reactivity
with suitable example.
(4) explain thermal and catalytic interconversion of geometrical
isomers with suitable examples.
(5) discuss Alder's rule with 1 example and provide its limitations.
ST-2825] three [Contd...
7 ans any 3 of the subsequent :
(1) Write a note on streochemical restriction in bridged ring
system.
(2) discuss anchimeric assistance in acetolysis of 7-norbornyl
tosylate.
(3) Streochemical modifications brought about by P1 and R1 in Nmethyl
piperidine is various. Justify.
(4) NGP (Neighbouring group participation) is most effective if
participating groups are trans or anti. Justify.
(5) discuss geometrical isomerism of disulfoxides of 1,4-dithiane
and explain stereochemistry of sulphinic ester or explain
streochemistry of sulphilimines and sulphines.
ST-2825] four [ 100 ]

Earning:   Approval pending.