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Chemistry 2222 Exam 4: Hare 2020
Chemistry 2222 Exam 4: Hare 2020
Chemistry 2222 Exam 4: Hare 2020
Chemistry 2222
Exam 4
“I pledge on my honor that I have neither given nor received unauthorized aid on this
examination.”
Name: _____________________________________________________
Signature: _________________________________________________
Instructions:
Write as d clearly as possible.
1
Hare 2020
1. For the following reactions, draw the structure of the major expected products. Include
regiochemistry and any new stereochemistry can be indicated by an asterisk (*). (5 pts
each)
a.
b.
c.
2
Hare 2020
d.
e.
f.
3
Hare 2020
g.
O 1. NaOH
2.
OMe O
O O
H
3. H3O+, heat
2. Please provide the regent set(s) above the arrow that are required to complete the
transformation. Any carbon unit can be added. (6-8 points each)
a.
b.
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Hare 2020
c.
d.
e.
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f.
g.
h.
6
Hare 2020
3. Give the product and complete mechanism (with curved arrows) for the following
reactions. Include all intermediates. (15 pts)