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Chapter 4 171
Copyright © 2017 Pearson Education, Inc.
f.
Cl
Cl
Cl
Cl
Cl
Cl
The cis stereoisomer is
a meso compound.
g.
Cl
Cl
Cl
Cl
Cl
Cl
The cis stereoisomer is
a meso compound.
h.
Cl
Cl
Cl
Cl
This compound does not have any asymmetric centers,
so it has only cis–trans isomers.
i.
Cl
Br
Cl
Br
Cl
Br
Br
Cl
j.
Cl
Br
Cl
Br
This compound does not have any asymmetric
centers, so it has only cis–trans isomers.
52.
and
53.
How to draw perspective formulas for compounds that have two asymmetric centers is described on
page 175 of the text.
a.
CH
2
Cl
OH
H
Cl
H
CH
2
CH
3
CH
2
CH
3
CH
2
CH
3
CH
2
CH
3
(2
S,
3
R
)-1,3-dichloro-2-pentanol
CH
2
Cl
OH
H
H
Cl
(2
S,
3
S
)-1,3-dichloro-2-pentanol
CH
2
Cl
H
HO
H
Cl
(2
R,
3
S
)-1,3-dichloro-2-pentanol
CH
2
Cl
H
HO
Cl
H
(2
R,
3
R
)-1,3-dichloro-2-pentanol
b.
C C
Cl
HO
CH
2
CH
3
CH
2
CH
3
H
(2
S
,3
R
)-1,3-dichloro-2-pentanol
C C
CH
2
Cl
Cl
CH
2
CH
3
CH
2
CH
3
OH
(2
R
,3
S
)-1,3-dichloro-2-pentanol
H
H
C C
H
HO
H
(2
S
,3
S
)-1,3-dichloro-2-pentanol
C C
CH
2
Cl
H
OH
(2
R
,3
R
)-1,3-dichloro-2-pentanol
H
H
Cl
Cl
ClCH
2
ClCH
2