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354 Chapter 9
Copyright © 2017 Pearson Education, Inc.
9.
Which of the following is more reactive in an E2 reaction?
a.
CH
2
CHCH
3
Br
CH
2
CH
2
CH
2
Br
or
b.
CH
3
CH
2
CHCH
3
Br
CH
2
CHCH
2
CHCH
3
Br
or
10.
Which of the following gives the greater amount of substitution product when it reacts with a good
nucleophile/strong base?
CH
3
CBr
CH
3
CH
3
or
CH
3
CHBr
CH
3
11.
What products are obtained when (
R
)-2-bromobutane reacts with
CH
3
O
-
>
CH
3
OH
under conditions that
favor
S
N
2
>
E2
reactions? Include the configuration of the products.
12.
What alkoxide ion and what alkyl bromide should be used to synthesize the following ethers?
a.
CH
3
CH
2
COCH
2
CH
2
CH
3
CH
3
CH
3
b.
O
c.
CH
3
CH
2
OCH
3
CH
2
13.
For each of the following pairs of E2 reactions, indicate the one that occurs with the greater rate constant:
a.
CH
3
CH
2
CH
2
Cl
+
HO
or
CH
3
CHCH
3
+
_
HO
_
Cl
b.
CH
3
CH
2
CH
2
Cl
+
HO
or
CH
3
CH
2
CH
2
I
+
_
HO
_
c.
CH
3
CH
2
CH
2
Br
+
H
2
O
CH
3
CH
2
CH
2
Br
+
HO
or
_
d.
CH
3
CHCH
3
Br
CH
3
O
H
2
O/CH
3
OH
or
CH
3
CHCH
3
Br
CH
3
OH
_
CH
3
O
_
e.
CH
3
CHCH
3
Br
or
CH
3
CCH
3
CH
3
Br
+
+
HO
_
HO
_