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236 Chapter 6

Copyright © 2017 Pearson Education, Inc.

b.

Notice that this reaction has the same mechanism as that in part

a

except instead of a base removing

a proton and leaving behind its bonding electrons, heat causes CO

2

to be removed, leaving behind its

bonding electrons.

C

Cl

C

Cl

Cl

C

Cl

Cl

Cl

C Cl

Cl

+

Cl

+

CO

2

O

O

Na

+

Na

+

93.

Cl

Cl

Cl

2

C

94.

a.

b.

c.

95.

(CH

3

)

2

HBr

Br

C

CH

3

CH

2

CH

3

Br

C

CH(CH

3

)

3

CH

3

+

+

or

CH

3

CH

3

CH

2

CH

3

CH

2

CH

3

Br

Br

CH(CH

3

)

2

CH(CH

3

)

2

CH

3

S

R

S

R

CH

CH

2

(CH

3

)

2

C C

H

CH

3

CH

3

CH(CH

3

)

2

Br

OCH

3

+

C C

H

3

C

CH

3

O

H

CH

3

Br

H Br

CH(CH

3

)

2

CH

3

O CH

3

CH

3

CH

3

Br

H

CH(CH

3

)

2

CH

3

OCH

3

+

or

CH

3

OH

Br

2

S S

R R

R

R

S

S

CH

OH

C

CH

3

CH

2

CH

3

H

2

SO

4

OH

C

CH(CH

3

)

2

CH

3

+

or

H

2

O

CH

3

S

R

CH(CH

3

)

HO CH

3

CH

2

CH

3

S

CH(CH

3

)

OH

CH

2

CH

3

R

CH

3

(CH

3

)

2

CH

CH

2