Page 976 - Advanced Organic Chemistry Part A - Structure and Mechanisms, 5th ed (2007) - Carey _ Sundberg

960 10.19. Suggest mechanisms for the following reactions. Classify the orbital symmetry
character of the process as completely as you can.
CHAPTER 10
a.
Concerted Pericyclic
Reactions
OH
heat
CH 2 CH(CH ) CH O
2 3
b.
Hg 2+
CH) 2 CHOH + CHCH CHCH 2 CH 2 CH O
(CH 2 CH 2 CHOC 2 H 5 CH 2
c.
COCH 3
= CH COCl
3
CH CO
3
d.
H
C H C H C H C 2 5
2 5
2 5
2 5
HO OH
H +
O
O O O
e.

HO H
heat

H
OH

f.
O O
CH CO H C(CH )
CH 3 3 2 CH 3 3 2
CH 3 O CCH 3
2
g.
NC CN
O O
NC CN
NC CN + CH 3 CH 3
NC CN
CH 3 CH 3
h.
H
heat

H