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350 Chapter 9

Copyright © 2017 Pearson Education, Inc.

125.

CH

3

CH

3

H

CH

3

Cl

H

CH

3

H

OCH

3

S

N

2/E2

CH

3

O

H

H

There is only a substitution product.

The reactant does not undergo elimination because when Cl is in an

axial position, neither of the

b

-carbons is bonded to an axial hydrogen.

126.

127.

a.

H

CH

3

(

Z

)-3-methyl-2-pentene

(1

S

,2

S

)-1-bromo-1,2-diphenylpropane

C C

H

5

C

6

H

5

C

6

H

CH

3

C C

Br

H

b.

H

CH

3

(

E

)-3-methyl-2-pentene

(1

S

,2

R

)-1-bromo-1,2-diphenylpropane

C C

H

5

C

6

H

5

C

6

H

CH

3

C C

Br

H

Cl

OCH

H

B

OCH

HB

OCH

H

B

OCH

HB

CH OH

+

CH OH

3

3

3

3

3

3

+

+

+

+

+