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Spectroscopy Problems

67

Copyright © 2017 Pearson Education, Inc.

52.

A.

 The absence of an absorption band

7

3000 cm

-

1

eliminates all the structures with an O

¬

H or

N

¬

H bond. Therefore, the following compound is responsible for the spectrum.

OCH

3

OCH

3

B.

 The broad absorption band at

3400 cm

-

1

is due to an O

¬

H bond. Therefore, the following

compound is responsible for the spectrum.

OH

C.

 The two absorption bands at

3400–3300 cm

-

1

indicate two N

¬

H bonds. Therefore, the following

compound is responsible for the spectrum.

NH

2

D.

 The absorption band at

3400–3300 cm

-

1

is due to one N

¬

H bond. Therefore, the following

compound is responsible for the spectrum.

N

H

53.

A.

 The two absorption bands at

3400–3300 cm

-

1

indicate two N

¬

H bonds. The doublet at 0.9 ppm

indicates an isopropyl group. Subtracting NH

2

and (CH

3

)

2

CH from the molecular formula leaves

C

2

H

4

. Therefore, this compound is

NH

2

B.

 The broad absorption band at

3400–3300 cm

-

1

is due to an O

¬

H bond. The doublet at 0.9 ppm

indicates an isopropyl group. Subtracting NH

2

and (CH

3

)

2

CH from the molecular formula leaves

C

2

H

4

. Therefore, this compound is

OH