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Summary: CHM 2220 Organic Chemistry 2220 Winter Term 2008
Problem Set #1 of 5 20 PTS Instructor: Prof. Andreana
Room #: DRY 0146
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1) Indicate the product (major) of the following reaction. Draw the mechanism. 5 PTS
CH3
Ph H
Br
PhH3C
CH3O-
2) There are four diastereomers (A-D) of (4S)-2-bromo-4-phenycyclohexanol. 9 PTS
a) Formulate their structures and draw each diastereomer in the most stable chair conformation
(please refer to text for most stable conformer).
b) What is the outcome for each diastereomer when reacted with base (-
OH)?
OH
Br
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