630 / 912
622 Chapter 18
Copyright © 2017 Pearson Education, Inc.
g.
+
Cl
−
CH
3
O
2
N
CH
3
H
2
N
CH
3
N
N
CH
3
HO
CH
3
CH
3
Cl
AlCl
3
HNO
3
H
2
SO
4
NaNO
2
HCl
0
°
C
H
2
, Pd/C
Cu
2
O
Cu
(
NO
3
)
2
,
H
2
O
or
H
3
O
+
,
h.
CH
3
CH
2
Br
CH
2
OH
CH
2
OH
CH
3
Cl
AlCl
3
HO
−
Br
2
h
CO, HCl
high pressure
AlCl
3
, CuCl
or
C
H
O
1. Na
2.
BH
H
3
4
O
+
i.
HNO
3
H
2
SO
4
NaNO
2
HCl
0
°
C
CuCN
H
2
Pd/C
+
N
N
C
N
NO
2
NH
2
CH
2
NH
2
H
2
, Raney Ni
53.
Anisole undergoes electrophilic aromatic substitution (D
+
is the electrophile) primarily at the ortho and
para positions.
OCH
3
OCH
3
D
2
SO
4
D
H
D
H
D
D
2
O
54.
CH
3
O
OCH
3