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Chapter 4 161
Copyright © 2017 Pearson Education, Inc.
Solutions to Problems
1.
a.
CH
3
CH
2
CH
2
OH
CH
3
CHOH
CH
3
CH
3
CH
2
OCH
3
b.
There are seven constitutional isomers with molecular formula C
4
H
10
O.
CH
3
CH
2
CH
2
CH
2
OH
CH
3
CH
2
OCH
2
CH
3
CH
3
CHCH
2
OH
CH
3
OCH
2
CH
2
CH
3
CH
3
CH
3
COH
CH
3
OCHCH
3
CH
3
CH
3
CH
3
CH
3
CHCH
2
CH
3
OH
2.
a.
Br
Cl
Br
Cl
b.
CH
3
CH
3
CH
2
CH
3
CH
3
CH
2
3.
a.
1 and 3
b. 1.
H
C
H
3
C
C
H
CH
2
CH
2
CH
3
cis
H
C
H
3
C
C
CH
2
CH
2
CH
3
H
trans
3.
H
C
H
3
C
C
H
CH
3
cis
H
C
H
3
C
C
CH
3
H
trans
4.
4.
3.
2.
1.
trans
trans
cis
cis
5.
CH
3
CH
2
CH
2
CH CH
2
CH
3
CH
2
C
CH
3
C CHCH
3
CH
2
CH
2
CH
3
CH
3
CH
3
CHCH
CH
3
6.
Only
C
has a dipole moment of zero, because the bond dipoles cancel since they are in opposite directions.
Cl
C C
H
Cl
H