Ch09 Final Quiz.docx-Chapter 9 Multiple ...
Ch09_Final_Quiz.docx-Chapter 9 Multiple Choice Questions: Topic:
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Ch09 Final Quiz.docx-Chapter 9 Multiple Choice Que...
Ch09_Final_Quiz.docx-Chapter 9 Multiple Choice Questions: Topic:
Ch09 Final Quiz.docx-Chapter 9 Mult...
Ch09_Final_Quiz.docx-Chapter 9 Multiple Choice Questions: Topic:
Page 21
Topic: Acid-Catalyzed Hydration
Section: 9.4
Difficulty Level: Hard
42.
Which of the following correctly describes the product(s) of the reaction below?
A)
Only one stereoisomer
B)
An equal mixture of enantiomers
C)
A roughly equal mixture of diasteromers
D)
A roughly equal mixture of constitutional isomers
Ans:
B


Page 22
Topic: Oxymercuration-Demercuration
Section: 9.5
Difficulty Level: Easy
A)
43.
The regioselectivity and stereospecificity in the oxymercuration of an alkene is best
described as:
A)
Markovnikov orientation with
syn-
addition
B)
Markovnikov orientation with
anti-
addition
C)
anti-
Markovnikov orientation with
syn-
addition
D)
anti-
Markovnikov orientation with
anti-
addition
E)
Markovnikov orientation with both
syn-
and
anti-
addition
Ans:
B
Topic: Oxymercuration-Demercuration
Section: 9.5
Difficulty Level: Easy
44.
What is the expected
major
product for the following reaction?
B)
C)
D)
E)
Ans:
B


Page 23
Topic: Oxymercuration-Demercuration
Section: 9.5
Difficulty Level: Easy
45.
What synthetic goal is achieved by subjecting an alkene to an oxymercuration-
demercuration reaction sequence?
A)
Markovnikov addition of H
2
O, promoting skeletal rearrangement
B)
Markovnikov addition of H
2
O, preventing skeletal rearrangement
C)
anti-
Markovnikov addition of H
2
O, promoting skeletal rearrangement
D)
anti-
Markovnikov addition of H
2
O, preventing skeletal rearrangement
E)
anti-
Markovnikov addition of H
2
O,
syn-
hydroxylation Ans:
B
Topic: Oxymercuration-Demercuration
Section: 9.5
Difficulty Level: Easy
46.
What is the expected
major
product for the following reaction?
A)
B)
C)
D)
E)
Ans:
C


Page 24
Topic: Oxymercuration-Demercuration
Section: 9.5
Difficulty Level: Easy
47.
What is the expected
major
product for the following reaction?
A)
B)
C)
D)
E)
Ans:
D


Page 25
A)
Topic: Oxymercuration-Demercuration
Section: 9.5
Difficulty Level: Easy
48.
What is the expected
major
product for the following reaction?
B)
C)
D)
E)
Ans:
B
Topic: Oxymercuration-Demercuration
Section: 9.5
Difficulty Level: Moderate
49.
When an alkene is subjected to treatment with Hg(OAc)
2
in alcohol, followed by
reaction with NaBH
4
, what functional group is formed?
A)
ether
B)
epoxide
C)
alkane
D)
syn diol
E)
alkyne
Ans:
A


Page 26
Topic: Hydroboration-Oxidation
Section: 9.6
Difficulty Level: Easy
50.
The regioselectivity and stereospecificity in the hydroboration-oxidation of an
alkene is best described as:
A)
Markovnikov orientation with
syn-
addition
B)
Markovnikov orientation with
anti-
addition
C)
Anti-
Markovnikov orientation with
syn-
addition
D)
Anti-
Markovnikov orientation with
anti-
addition
E)
Markovnikov orientation with both
syn-
and
anti-
addition
Ans:
C
Topic: Hydroboration-Oxidation
Section: 9.6
Difficulty Level: Easy
51.
What reagents are needed to accomplish the following transformation?
A)
H
2
O/H
+
B)
H
2
O/Peroxide
C)
OH
D)
BH
3
.
THF
E)
1. BH
3
.
THF, 2. HO
, H
2
O
2
, H
2
O
Ans: E


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