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Chapter 10 385
Copyright © 2017 Pearson Education, Inc.
79.
Ethyl alcohol is not obtained as a product because it reacts with the excess HI, forming ethyl iodide.
+
+
80.
CH
3
CH
3
CH
3
OH
CH
3
CH
3
CH
3
CH
3
+
+
H
+
CH
3
CH
3
CH
3
+
+
CH
3
CH
3
CH
3
CH
3
CH
3
CH
2
CH
3
CH
3
CH
3
+
H
+
+
H
+
H
2
SO
4
CH
3
CH
3
81.
Cyclopropane does not react with
HO
-
because cyclopropane does not contain a leaving group; a carb-
anion is far too basic to serve as a leaving group. Ethylene oxide reacts with
HO
-
because ethylene oxide
contains an
RO
-
leaving group.
82.
a.
OH
H
2
SO
4
1. R
2
BH, THF
2. HO
–
, H
2
O
2
, H
2
O
NaOCl
CH
3
COOH
0 ºC
O
OH
b.
CH
3
I
Ag
2
O
H
2
O
N
1. OsO
4
2. H
2
O
2
, H
2
O
OH
OH
+
N
I
–
+
N
HO
–
83.
a.
H
3
O
+
+
O
+
H
2
O
O
H
+
H
HO
OH
HO
OH
H OSO
3
H