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240 Chapter 6
Copyright © 2017 Pearson Education, Inc.
Chapter 6 Practice test
1.
Which member of each pair is more stable?
a.
or
CH
3
CHCH
2
CH
3
+
CH
3
CCH
3
+
CH
3
b.
or
+
CH
3
CH
2
CH
2
CH
2
+
CH
3
CH
2
CHCH
3
c.
or
+
CH
3
CH
2
CH
2
+
ClCH
2
CH
2
CH
2
2.
Which is a better compound to use as a starting material for the synthesis of 2-bromopentane?
CH
3
CH
2
CH
2
CH CH
2
CH
3
CH
2
CH CHCH
3
or
3.
What is the major product of each of the following reactions?
CH
3
CCH CH
2
HBr
CH
3
CH
3
CH
3
CH
2
CH CH
2
Cl
2
H
2
O
+
+
CH
3
CHCH CH
2
HCl
+
CH
3
CH
a.
b.
c.
d.
2
CCH
2
CH
3
CH
3
HBr
+
CH
3
CH CH
2
+
O
C
OOH
R
e.
CH
2
CH CH
2
1. R
2
BH/THF
2. HO , H
2
O
2
, H
2
O
−
f.
4.
What is the major product obtained from hydroboration–oxidation of the following alkenes?
a.
2-methyl-2-butene
b.
1-ethylcyclopentene
5.
Indicate how each of the following compounds can be synthesized using an alkene as one of the starting
materials:
a.
CH
3
CCH
2
CH
3
CH
3
CH
3
b.
OH
Cl