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Chapter 11 401
Copyright © 2017 Pearson Education, Inc.
30.
A
=
Li
B
=
CuI
C
=
(CH
3
)
2
CuLi
D
=
ethylene oxide
E
=
H
+
F
=
NaH
G
=
ethylene oxide
H
=
H
+
31.
a.
Br
+
CH
2
CH
2
CH
2
PdL
2
(CH
(CH )
3
CH
2
)
3
N
CH CH
2
CH
2
CH
2
OH
R
2
/THF BH 1.
H
2
O
2
, HO , H
2
O
2.
Br
or
CuLi
+
2
−
or
Br
1. Li
2. CuI
2
CuLi
1.
2. HCl
O
CH
2
CH
2
OH
b.
CH
3
CHCH
2
OH
CH
3
HBr
CH
3
CHCH
2
Br
CH
3
1. Li
2. CuI
CH
3
CHCH
2
CuLi
CH
3
2. HCl
CH
3
CHCH
2
CH
2
CH
2
OH
CH
3
1.
O
2
c.
CH
3
CH
2
C CH
NaNH
2
CH
3
CH
2
C C
−
CH
3
CH
2
C
CH
3
CH
2
Br
CCH
2
CH
3
d.
C
N
Br
+
PdL
2
(CH
3
CH
2
)
3
N
C
N
e.
O
CH
3
OH
CH
3
H
2
SO
4
1. (CH
3
)
2
CuLi
2. HCl
f.
SOCl
pyridine
2
CH CH
3 2
OH
Cl
OH
Li
CuLi
2
Li
hexane
CuI
THF
1.
2. HCl
O
32.
a.
c.
b.
d.
Br
Br
Br
Br
e.
Br