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Department of Chemistry

National Institute of Technology Rourkela – 769 008.


End Semester (supplementary) Examination 2019
Subject: Concerted and non-concerted reactions Subject Code: CY 412
Full marks: 50 Duration of Examination: 3 h

Q. No. Answer All Questions Marks

1. Derive the product of the following reactions with suitable mechanism 20 x 2


= 40
Ph
a) ? k) ?
Ph

CH3 CO2Me
b) H3C ?
l) H3CH2C CHN2 + ?
O
H+ CO2Me
?
c)
O
190 C
O m) ?

d)
FeCl3 O
?
SiMe3 CHO
n) ?
Ph
e) O
?
Ph
o) + ?

f) ? O
Me
p) + BnN3 ?

g) I CF3COOAg / SO2 Me
+ ? O
hv
1. Et3N q) +
Cl O ?
?
h) Ph O CO2Me
N
Cl Cl 2. O
H3C
O
+ 3000C
0 r) O
i) 120 C ?
+ O ?
O
O

Me s) Cl Et3N
H3C ?
j) CO2Me O
+ ?
CO2Me MeC(OEt)3
Me t) ?
OH H+

1
2. Write short notes on :

a) Ireland-Claisen rearrangement 5x2=


10
b) Fischer-Indole synthesis
c) Oxy-cope rearrangement
d) Thermal [2+2]-cycloaddition
e) Nazarov cyclization

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