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572 Chapter 17
Copyright © 2017 Pearson Education, Inc.
49.
a.
O
C
OCH
2
CH
3
O
c.
CH
3
CH
2
CH
3
C
O
C
O
e.
CH
3
CHCH
2
CH
2
OH
CH
3
C
O
b.
CH
3
CH
2
CH
2
CH OH
Br
C
O
d.
CH
3
CH
2
C
OCH
2
CH
3
O O
f.
CH
2
OCH
2
CH
3
C
O
C
O
50.
O
1
2
3
4
5
O
O
O
O
O
O
>
>
>
>
O
O
NCH
3
51.
The electron-withdrawing nitro group causes the signal to occur at a higher frequency (has a greater
chemical shift). The more acidic the
a
-hydrogen, the greater the chemical shift.
CH
3
NO
2
CH
2
1
NO
2
2
2
CH
1
NO
2
2
3
d
4.33
d
6.10
d
7.52
52.
Compound
C
loses CO
2
at the lowest temperature because it is a
b
-keto acid. Therefore, the electrons left
behind when CO
2
is removed can be delocalized onto oxygen.
C
O O
H
O
53.
O
O
CH
2
CH CH
2
a.
OH H
3
C
CCH
3
O
c.
O
H
3
C
O
b.
d.
O
COCH
2
CH
3
O
O