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190 Chapter 5
Copyright © 2017 Pearson Education, Inc.
Solutions to Problems
1.
Solved in the text.
2.
a.
C
4
H
6
b.
C
10
H
16
3.
Solved in the text.
4.
a.
4
b.
1
c.
3
d.
13
5.
a.
degree of unsaturation
=
1
CH
3
CH CH
2
b.
degree of unsaturation
=
2
CH
3
C CH
CH
2
C CH
2
c.
degree of unsaturation
=
2
HC CCH
2
CH
3
CH
3
C CCH
3
CH
2
CHCH CH
2
CH
2
C CHCH
3
6.
A hydrocarbon with no rings and no double bonds would have a molecular formula of C
40
H
82
. C
40
H
56
has
26 fewer hydrogens. Therefore,
b
-carotene has a total of 13 rings and double bonds. Because we know it
has two rings, it has 11 double bonds.
7.
a.
4-methyl-2-pentene
b.
2-chloro-3,4-dimethyl-3-hexene
c.
1-bromocyclopentene
d.
1-bromo-4-methyl-3-hexene
e.
1,5-dimethylcyclohexene
f.
1-butoxy-2-butene
g.
(
E
1,
E
3)-1-bromo-2-methyl-1,3-pentadiene
h.
8,8-dimethyl-1-nonene
8.
a.
It has two vinylic hydrogens.
b.
It has four allylic hydrogens.
9.
a.
CH
3
CH
3
b.
CH
3
C CCH
2
CH
2
CH
2
Br
CH
3
CH
3
c.
3 2
2
CH CH OCH CH
d.
2
2
CH CHCH OH
10.
Solved in the text.
11.
a.
4
b.
4
c.
6