Chemistry 2222 Exam 4: Hare 2020

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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.

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Hare 2020

d.

e.

f.

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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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c.

d.

e.

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f.

g.

h.

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3. Give the product and complete mechanism (with curved arrows) for the following
reactions. Include all intermediates. (15 pts)

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