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618 Chapter 18

Copyright © 2017 Pearson Education, Inc.

45.

CH

2

CH

3

OH

C C

H

3

C

H

CH

2

CH

3

CH

3

OCH

3

NO

2

SO

3

H

NO

2

Cl

Br

NH

2

Br

CH

Cl

CH

2

CH

3

Cl

Cl

a.

b.

c.

d.

e.

f.

g.

h.

Cl

COOH

i.

46.

a.

CH

2

CH

3

donates electrons by hyperconjugation and does not donate or withdraw electrons by

resonance.

b.

NO

2

withdraws electrons inductively and withdraws electrons by resonance.

c.

Br deactivates the ring and directs ortho/para.

d.

OH withdraws electrons inductively, donates electrons by resonance, and activates the ring.

e.

+

NH

3

withdraws electrons inductively and does not donate or withdraw electrons by resonance.

47.

a. 

  b. 

       c. 

48.

a. 

COOH

NO

2

c. 

CH

3

CH

3

C

O

CH

3

d.

NH

2

CH

3

N

N

b. 

CH

3

CHCH

Cl

Cl

+

3

CH

3

CHCH

3