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634 Chapter 18
Copyright © 2017 Pearson Education, Inc.
+
N
N
NO
2
NO
2
NO
2
OH
OH
Cu(NO
3
)
2
H
2
O
HNO
3
H
2
SO
4
NaNO
2
HCl, 0
°
C
Cu
2
O
or
H
3
O
HNO
3
H
2
SO
4
+
+
,
81.
_
tert-
BuO
CH
2
CH
2
CH
2
1. AlCl
3
2. H
2
O
H
2
Pd/C
NBS
Br
peroxide
_
tert-
BuO
Cl
C
Br
O
O
Br
2
h
82.
The carbocation formed by putting an electrophile at the ortho or para positions can be stabilized by reso-
nance electron donation from the phenyl substituent.
Y
+
Y
+
ortho substitution
para substitution
Y
+
+
Y
d.