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470 Chapter 14

Copyright © 2017 Pearson Education, Inc.

47.

a. 1.

5

2.

5

3.

4

4.

2

5.

3

6.

3

b. 1.

7

2.

7

3.

5

4.

2

5.

2

6.

4

48.

The

H

b

proton will be split into a quartet by the

H

a

protons and into a doublet by the

H

c

protons.

a.

J

ba

J

bc

ve peaks (a quintet)

b.

J

ba

J

bc

eight peaks (a doublet of quartets)

49.

a.

d

a

septet

b

CH

3

CHNO

2

CH

3

a

b.

t

a

m

b

CH

3

CH

2

CH

2

OCH

3

t

d

s

c

c.

CH

3

CH CH

2

CH

2

CH

3

O

CH

3

a

b e

c d

b

d septet

t m t

d.

CH

3

CH

2

CH

2

CH

2

Cl

O

a b c

d

t m

t

s

e.

s

b

ClCH

2

CCHCl

2

CH

3

CH

3

s

a

a

c

s

f.

t

c

ClCH

2

CH

2

CH

2

CH

2

CH

2

Cl

m

b

quintet

a b c

50.

By dividing the value of the integration steps by the smallest one, the ratios of the hydrogens are found to

be 3:2:1:9.

40.5

13

=

3.1

27

13

=

2.1

13

13

=

1

118

13

=

9.1

Because the ratios are given in the highest frequency to lowest frequency direction, a possible compound is

the following ester:

CH

3

CH

3

C

CH

3

CH

3

OCH

3

O

CH

C