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Answers
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f.
HO
CH
3
HO
CH
3
8.
HOOC
H
OH
HO
CH
CH
3
C
9.
(
-
)
-2-Methylbutanoic acid has the
S
configuration.
10.
-
16
11.
a.
C C
CH
3
BrCH
2
CH
3
CH
2
CH
3
C C
CH
3
BrCH
2
CH
3
CH
2
CH
3
E
Z
b.
C C
CH
3
CH
3
CH
CH
3
CH
2
CH
3
CH
3
CH
3
C C
CH
3
CH
CH
3
CH
3
CH
2
CH
3
E
Z
12.
CH
3
C
CH
2
CH
3
CH
3
O
H
CH
2
CH
2
CH
3
C
CH
Cl
H
CH
2
CH
3
CH
2
Br
H
CH
3
CH
3
CH
2
Br
CH
2
CH
2
Br
CH
3
13.
a.
identical
b.
CH
3
H
OH
CH
2
CH
3
C
c.
CH
3
CH
2
CH
3
Cl
H
OH
H
d.
CH
3
CH
3
H
HO
Br
H
CH
3
CH
3
OH
H
H Br
or
or
2.
1.
Cl
Cl
Cl
Cl
14.
a.
Diastereomers have the same melting points.
F
b.
3-Chloro-2,3-dimethylpentane has two asymmetric centers.
F
c.
Meso compounds do not rotate the plane of polarization of plane-polarized light.
T
d.
2,3-Dichloropentane has a stereoisomer that is a meso compound.
F
e.
All compounds with the
R
configuration are dextrorotatory.
F
f.
A compound with three asymmetric centers can have a maximum of nine stereoisomers.
F
15.
CH
3
CH
3
CH
2
CH
CH
3
CH
CH
3
CH
2
CH CH
Br
CH
CH
3
CH
and