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Answers

873

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d.

An

sp

2

carbon is more electronegative than an

sp

3

carbon.

T

e.

The reactions of internal alkynes are more regioselective than the reactions

of terminal alkynes.

F

f.

Alkenes are more reactive than alkynes.

T

5.

a.

1-bromo-5-methyl-3-hexyne

b. 

5-methyl-3-hexyn-1-ol

6.

a.

CH

3

CH

2

CH

2

C CH

b. 

CH

3

CH

2

C CCH

2

CH

3

7.

3

2

5

1

4

NH

3

CH

3

CH

3

H O

2

CH

3

CH

CH

3

CH CH

2

8.

CH

3

CH

2

CH

2

CCH

2

CH

3

O

O

CH

3

9.

a.

CH

3

CH

2

C CH

CH

3

CH

2

C C

NH

2

CH

3

CH

2

CH

2

CH

2

CH

2

CH

3

CH

3

CH

2

C CCH

2

CH

3

H

2

/Pt

CH

3

CH

2

Br

b.

CH

3

CH

2

C CH

1.

NH

2

2. CH

3

CH

2

Br

CH

3

CH

2

C CCH

2

CH

3

H

2

Lindlar catalyst

or

Na, NH

3

(liq), –78 ºC

CH

3

CH

2

CH CHCH

2

CH

3

HBr

CH

3

CH

2

CH

2

CHCH

2

CH

3

Br

c.

CH

3

CH

2

C CH

CH

3

CH

2

C C

NH

2

CH

3

CH

2

CCH

2

CH

2

CH

3

CH

3

CH

2

C CCH

2

CH

3

H

2

SO

4

CH

3

CH

2

Br

O

H

2

O

Answers to Chapter 8 Practice Test

1.

a.

CH

2

+

c. 

CH

3

CHCCH

3

O

e. 

CHCH

3

+

b.

CH CHC

3

CH

d. 

CH

2

CHCH

2

+

2.

a.

CH

3

CH CH OCH

3

CH

3

CH CH OCH

3

+