Chapter 3 157
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6.
Draw the other chair conformer for the following compound:
Br
H
CH
3
H
7.
Which is more stable,
cis
-1-isopropyl-3-methylcyclohexane or
trans
-1-isopropyl-3-methylcyclohexane?
8.
Which of the following has:
a.
the higher boiling point: diethyl ether or butyl alcohol?
b.
the greater solubility in water: 1-butanol or 1-pentanol?
c.
the higher boiling point: hexane or isohexane?
d.
the higher boiling point: pentylamine or ethylmethylamine?
e.
the greater solubility in water: ethyl alcohol or ethyl chloride?
9.
What are the common and systematic names of the following compounds?
a.
CH
3
CHCH
2
CH
2
Br
CH
3
b.
CH
3
CHCH
2
CH
2
OH
CH
3
c.
CH
3
CHCH
2
CH
2
NH
2
CH
3
10.
Draw the more stable conformer of:
a.
cis
-1-
sec
-butyl-4-isopropylcyclohexane
b.
trans
-1-
sec
-butyl-4-isopropylcyclohexane
c.
trans
-1-
sec
-butyl-3-isopropylcyclohexane
11.
Draw the structure for each of the following:
a.
a secondary alkyl bromide that has three carbons
b.
a secondary amine that has three carbons
c.
an alkane with no secondary hydrogens
d.
a constitutional isomer of butane
e.
three compounds with molecular formula C
3
H
8
O
12.
Name the following compounds:
a.
CH
3
CHCH
2
CH
2
CHCH
3
CH
3
CH
2
CH
3
d.
Cl
CH
3
Br
b.
CH
3
CHCH
2
CH
2
CH
2
CH
2
CH
2
Br
OH
e.
CH
3
CH
2
CH
2
CHCH
2
OCH
2
CH
2
CH
2
CH
3
CH
3
c.
CH
3
CHCH
2
CHCH
2
CH
2
CH
3
Cl
OH
f.
CH
3
CH
2
CH
2
NHCH
2
CH
2
CHCH
2
CH
3
CH
3




