Problem Set 8
(1) Predict the products of the following reactions with the alkene shown below:
CH2CH3
CH3
1. Hg(OAc)2/H2O
A)
HBr
B)
Br2
D)
2. NaBH4
C) H2O
Br2
CHCl3
H2O
E)
OH
Br
CH2CH3
CH2CH3
A)
CH3
H
B)
CH3
CH2CH3
CH2CH3
CH3
H
OH
Br
D)
H2SO4
Br
E)
CH3
Br
C)
(2) Using the curved arrow formalism, provide a reasonable mechanism for the
following reactions.
Br
H
Br2
a) H3C
CHCl3
H3C
Br
CH3
Br
Br2
b) H3C
H2O
H3C
H
CH3
Br
Br2
c) H3C
CH3OH
H3CO
H
(We havn't learned this "explicitly" in class and it is not "explicitly" in your
book, however, you should be ableto solve this though analogy.)
(a)