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152 Chapter 3

Copyright © 2017 Pearson Education, Inc.

b.

CH

2

CH

3

more stable

CH

2

CH

3

CH(CH

3

)

2

CH(CH

3

)

2

c.

CH

2

CH

3

more stable

CH

2

CH

3

CH

3

CH

3

d.

CH

2

CH

3

CH

2

CH

3

CH

2

CH

3

CH

3

CH

2

equally stable

e.

CH

2

CH

3

CH

2

CH

3

(CH

3

)

2

CH

(CH

3

)

2

CH

more stable

f.

CH

2

CH

3

CH

2

CH

3

(CH

3

)

2

CH

more stable

(CH

3

)

2

CH

75.

Alcohols with low molecular weights are more water soluble than alcohols with high molecular weights

because, with fewer carbons, they have a smaller nonpolar component that has to be dragged into water.

76.

a.

Potential Energy

Dihedral Angle

120º

240º

360º

9.3

kcal/mol

5.2

kcal/

mol

1.2

kcal/mol

b.

H

Cl

H

Cl

H

H

c.

1.2

+

5.2

=

6.4 kcal

>

mol

d.

1.2

+

9.3

=

10.5 kcal

>

mol