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170 Chapter 4

Copyright © 2017 Pearson Education, Inc.

51.

a.

CH

2

CH

3

C

H

CH

3

CH

2

CH

3

C

CH

2

CH

2

Cl

H

CH

3

or

ClCH

2

CH

2

CH

2

CH

2

Cl

H CH

3

CH

2

CH

3

CH

2

CH

2

Cl

CH

3

H

CH

2

CH

3

b.

CH

3

CHCH

2

OH

CH

3

No stereoisomers, because the compound does not have an asymmetric center.

c.

CH

2

OH

H Br

CH

2

CH

3

CH

2

OH

Br

H

CH

2

CH

3

CH

2

CH

3

C

H

Br

CH

2

CH

3

C

CH

2

OH

H

Br

or

HOCH

2

d.

C C Br

H

CH

3

H

H

3

C

HO

CC Br

CH

3

CH

3

CH

3

H

C C Br

CH

3

H

H

3

C

CC Br

CH

3

H

CH

3

CH

3

H

HO

H

Br

CH

3

CH

3

OH

H

Br

H

CH

3

CH

3

OH

H

H

Br

CH

3

CH

3

H

HO

Br

H

or

H

OH

H

OH

H

HO

e.

C C H

Cl

CH

2

CH

3

H

a meso compound

C C Cl

Cl

CH

2

CH

3

CH

3

CH

2

H

Cl

H

CH

2

CH

3

Cl

H

H Cl

CH

2

CH

3

a meso compound

CC Cl

CH

3

CH

2

CHCH

3

H

H

Cl

CH

2

CH

3

Cl

H

Cl

H

CH

2

CH

3

CH

2

CH

3

H

Cl

H Cl

CH

2

CH

3

or

CH

3

CH

2