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Chapter 12 427

Copyright © 2017 Pearson Education, Inc.

Chapter 12 Practice Test

1.

How many monochlorinated products would be obtained from the monochlorination of the following

alkanes? (Ignore stereoisomers.)

a.

d.

b.

e.

c.

2.

What is the first propagation step in the monochlorination of ethane?

3.

When (

S

)-2-bromopentane is brominated, two 2,3-dibromopentanes are formed. Which of the following

2,3-dibromopentanes are

not

formed?

CH

3

Br

H

Br

H

CH

2

CH

3

CH

3

H

Br

Br

H

CH

2

CH

3

CH

3

H

Br

H

Br

CH

2

CH

3

CH

3

Br

H

H

Br

CH

2

CH

3

4.

Determine the

H

°

of the two propagation steps in the monochlorination of ethane, using Table 5.1 on

page 206 of the text.

5.

Rank the radicals from most stable to least stable.

6.

Draw the product(s) of each of the following reactions, ignoring stereoisomers:

a.

CH

2

+

NBS

peroxide

b.

+

NBS

peroxide

CH

3

CH

2

CH CH

2