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172 Chapter 4
Copyright © 2017 Pearson Education, Inc.
54.
O
2
N
C C
HO
H
NHCCHCl
2
H
CH
2
OH
O
55.
Your answer might be correct yet not look like the answers shown here. If you can get the answer shown
here by interchanging
two
pairs of groups bonded to an asymmetric center on the structure you drew, then
your answer is correct. If you get the answer shown here by interchanging
one
pair of groups bonded to an
asymmetric center, then your answer is not correct.
a.
Cl
C
H
CH
2
CH
3
HOCH
2
CH
2
c.
H
CH
2
CH
3
CH
3
HO
H
H
3
C
C C
b.
H
CH
2
CH
3
CH
3
Br
H
Br
C C
d.
CH
2
Br
C
Br
H
CH
2
CH
3
56.
a.
1
3
R
,4
S
2
-3-chloro-4-methylhexane
c.
1
1
R
,3
S
2
-3-bromocyclopentanol
b.
1
2
S
,3
S
2
-2-bromo-3-chloropentane
d.
1
2
R,
3
R
2
-2,3-dichloropentane
57.
The first structure is 2
R
,3
S
. Therefore, naturally occurring threonine, with a configuration of 2
S
,3
R,
is the
mirror image of the first structure. Thus, the second structure is naturally occurring threonine.
58.
Solved in the text.
59.
CH
3
H
H
Br
HO
CH
3
R
S
R S
CH
3
CH
3
H
Br
H
HO
C C
60.
Solved in the text.
61.
S S
H
CH
2
CH
3
H
OH
CH
3
Cl
C C
S S
Cl
OH