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620 Chapter 18
Copyright © 2017 Pearson Education, Inc.
51.
a.
These are intramolecular Friedel–Crafts alkylation reactions. Drawing the mechanism allows you to
determine the product of the reaction. Notice that a carbocation rearrangement occurs in part
a
.
Cl
B
AlCl
3
Cl AlCl
3
−
HB
+
AlCl
4
−
+
+
H
H
+
b.
Now that you understand how the product in part
a
is formed, you can determine the product of this
reaction without drawing the mechanism.
52.
a.
SO
3
H
SO
3
H
Cl
H
2
SO
4
Cl
2
FeCl
3
b.
C
CH
3
O
C
CH
3
O
Cl
1. CH
3
CCl
O
AlCl
3
2. H
2
O
CH
3
CH
2
Cl
or
H
2
, Pd/C
H
2
NNH
2
HO
−
,
Cl
2
FeCl
3