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Chapter 10 387

Copyright © 2017 Pearson Education, Inc.

86.

:B is any base in the solution

1

HSO

4

-

, H

2

O, ROH

2

.

B

..

H

H OSO

3

H

H OSO

3

H

B

+

H

OH

H

OH

..

+

87.

a.

The primary amine is 2-methyl-3-pentanamine.

+

+

+

b.

The primary amine is 3-methyl-2-butanime.

CH

3

CH

3

I

excess

K

2

CO

3

CH

3

CHCHCH

3

Ag

2

O

H

2

O

NH

2

CH

3

CH

3

CHCHCH

3

CH

3

NCH

3

CH

3

I

+

CH

3

CH

3

CHCHCH

3

CH

3

NCH

3

CH

3

HO

+

CH

3

CH

3

NCH

3

CH

3

+

CH

2

CHCHCH

3

c.

The secondary amine is 3-methylpyrrolidine.