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Chapter 4 163
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10.
a.
b.
Cl
Cl
c.
Cl
Cl
d.
HO
H O
HO
H O
11.
a.
1
E
2
-2-heptene
b.
1
Z
2
-3,4-dimethyl-2-pentene
c.
1
Z
2
-1-chloro-3-ethyl-4-methyl-3-hexene
12.
H
C
H
3
C
C
CH
2
CH
2
CH
2
CH
3
CHCH
3
CH
3
13.
a
,
b
,
c
,
f
, and
h
are chiral.
d
,
e
, and
g
are each superimposable on its mirror image. These, therefore, are achiral.
14.
a
,
c
, and
f
have asymmetric centers.
15.
Solved in the text.
16.
a
,
c
, and
f
, because to be able to exist as a pair of enantiomers, the compound must have an asymmetric
center (except in the case of certain compounds with unusual structures; see Problem 103).
17.
a.
It has one asymmetric center.
b.
It has three stereocenters.