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284 Chapter 8

Copyright © 2017 Pearson Education, Inc.

12.

OCH

3

major

OCH

3

minor

OCH

3

minor

OCH

3

OCH

3

+

minor

major

+

+

13.

_

C

NHCH

3

H

C

NHCH

3

H

+

major

minor

O

O

7.

+

+

+

+

+

The five contributors are equally stable and, therefore, contribute equally to the resonance hybrid.

8.

C

O

OCH

2

CH

3

C

O

OCH

2

CH

3

CH

3

CH

2

CH

3

CH

2

+

_

major

minor

9.

minor

(the positive charge is on

a primary allylic carbon)

major

(the positive charge is on

a secondary allylic carbon)

major (the positive charge is on

a secondary allylic carbon)

CH

3

CH CH CH CH CH

2

+

+

CH

3

CH CH CH CH CH

2

+

CH

3

CH CH CH CH CH

2

10.

_

C

O

CH

2

CH

3

C

O

CH

2

CH

3

CH

2

CH

2

_

major

minor

The major contributor has a negative charge on oxygen, which is more stable than a contributor with a

negative charge on carbon.

11.

CH

3

CH C N

CH

3

CH C

minor

major

N