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14.

a. 

   b.  

   c.  

   d.  

15.

cis

-1-bromo-2-methylcyclohexane

Answers to Chapter 10 Practice Test

1.

HBr

2.  

SOCl

2

3.

a.

    b. 

4.

a.

CH

3

CHCH

2

N

CH

3

CH

3

CH

3

CHCH

2

CH

3

CH

2

+

   b.  

N

   c.  

N

5.

a.

CH

3

CH

2

CCH

3

CH

3

C

CH

3

b. 

CH

3

CH

2

CH

2

C CCH

3

CH

3

CH

3

c.  

CH

3

CH

2

CH CHCH

3

d.  

c.

will form both trans and cis but more trans.

6.

a.

Tertiary alcohols are easier to dehydrate than secondary alcohols.

T

b.

Alcohols are more acidic than thiols.

F

c.

Alcohols have higher boiling points than thiols.

T

d.

The acid-catalyzed dehydration of a primary alcohol is an S

N

1 reaction.

F

e.

The Hofmann elimination reaction is an E2 reaction.

T

7.

a.

CH

3

CH

2

C I

CH

3

CH

3

+

CH

3

OH

   b.  

OH

+

ICH

2

8.

a.

CH

3

CH

2

CH

2

CH

3

CH

2

NH

   b.  

CH

3

CH

2

CH

2

Cl

c.

CH

3

CH

2

CH

2

CH CHCH

3

+

CH

3

CH

2

CH CHCH

2

CH

3

d.

CH

3

CH

2

CH

2

H

C

O

   e.  

CH

3

CH

2

CH

2

OH

C

O