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420 Chapter 12
Copyright © 2017 Pearson Education, Inc.
In
d
and
f
, because one product is under kinetic control and the other is under thermodynamic control, the
major product depends on the conditions under which the reaction is carried out.
32.
CH
3
CCH
3
CH
3
Cl
CH
3
CHCH
2
Cl
CH
3
1
*
x
=
x
9
*
1
=
9
fraction of the total that is
1
@
chloro
@
2
@
methylpropane
=
1
@
chloro
@
2
@
methylpropane
1
@
chloro
@
2
@
methylpropane
+
2
@
chloro
@
2
@
methylpropane
=
0.64
9
9
+
x
=
0.64
9
=
0.64
1
9
+
x
2
9
=
5.76
+
0.64
x
3.24
=
0.64
x
x
=
5
We have found that it is five times easier for a chlorine radical to remove a hydrogen atom from a tertiary
carbon than from a primary carbon.
33.
C1
C1
C1
C1
C1
C1
C1
C1
C1
C1
C1
C1
34.
•
Br
H
Br
Br
+
HBr
•
•
•
Br
•
Br