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Chapter 16 555

Copyright © 2017 Pearson Education, Inc.

2.

Which of the following alcohols cannot be prepared by the reaction of an ester with excess Grignard

reagent?

CH

3

CH

2

CCH

2

CH

2

CH

3

OH

CH

3

CH

3

CCH

2

CH

3

CH

3

CCH

3

OH

CH

3

OH

CH

3

3.

Name the following:

a.

OH

O

O

b.

O

O

H

c.

O

O

H

NH

2

4.

Give an example of each the following:

a.

an enamine

b.

an acetal

c.

an imine

d.

a hemiacetal

e.

a phenylhydrazone

5.

Which is more reactive toward nucleophilic addition?

a.

butanal or methyl propyl ketone

b.

2-heptanone or 2-pentanone

6.

Indicate how the following compounds can be prepared using the given starting material:

a.

CH

3

CH

2

CH

2

Br

CH

3

CH

2

CH

2

OCH

2

CH

3

C

O

b.

CH

3

CCH

3

OH

O

CH

3

OCH

3

CH

3

C

c.

CO

2

CH

3

CH

2

OH

d.

O

C

N