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844 Chapter 27

Copyright © 2017 Pearson Education, Inc.

b.

The carboxyl substituent is in position to remove a proton from water, making water a better nucleophile.

CH

2

CHCH

2

CH

CH

3

C C

CH

2

CHCH

2

CH

C

O

O

NO

2

NO

2

O

O

O O O

H

H

CH

3

COO

45.

Hydrolysis converts the ester substituents into alcohol substituents, which can react with ethylene oxide

to graft a polymer of ethylene oxide onto the backbone of the alternating copolymer of styrene and vinyl

acetate.

CH

2

CHCH

2

CHCH

2

CHCH

2

CHCH

2

CHCH

2

CHCH

2

O

O

O

C

CH

3

O

C

CH

3

O

C

CH

3

O

CH

2

CHCH

2

CHCH

2

CHCH

2

CHCH

2

CHCH

2

CHCH

2

OH

OH

OH

CH

2

CHCH

2

CHCH

2

CHCH

2

CHCH

2

CHCH

2

CHCH

2

O

O

O

CH

2

CH

2

O

CH

2

CH

2

O

CH

2

CH

2

O

CH

2

CH

2

O

CH

2

CH

2

O

CH

2

CH

2

O

CH

2

CH

2

O

CH

2

CH

2

O

CH

2

CH

2

O

HCl H

2

O

ethylene oxide