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480 Chapter 14

Copyright © 2017 Pearson Education, Inc.

Chapter 14 Practice Test

1.

How many signals would you expect to see in the

1

H

NMR spectrum of each of the following compounds?

CH

3

CH

2

CHCH

2

CH

3

Cl

NO

2

Cl

Cl

CH

3

CHCH

2

CHCH

3

CH

3

CH

3

C

CH

3

CH

2

CH

2

CH

3

O

C

CH H

O

CH

2

2.

Indicate the multiplicity of each of the indicated sets of protons. (That is, indicate whether it is a singlet,

doublet, triplet, quartet, quintet, multiplet, or doublet of doublets.)

CH

3

OCH

2

CH

2

CH

2

OCH

3

BrCH

2

CH

2

Br

NO

2

H

C

CH

3

CH

2

CH

3

O

C

CH

3

CH

2

OCH

2

CH

3

O

C C

H

Cl

H

H

CH

3

CHCH

2

Cl

CH

3

ClCH

2

CH

2

CH

2

OCH

3

3.

How can you distinguish the following compounds using

1

H

NMR spectroscopy?

C

CH

3

OCH

2

CH

3

O

C

CH

3

CH

2

OCH

3

O

C

H OCH

2

CH

2

CH

3

O

4.

Indicate whether each of the following statements is true or false:

a.

The signals on the right of an NMR spectrum are deshielded compared to the

signals on the left.

      T     F

b.

Dimethyl ketone has the same number of signals in its

1

H

NMR spectrum as

in its

13

C

NMR spectrum.

      T     F