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Summary: CHM 7200 Organic Structures and Mechanisms Fall Term 2005
Problem Set 2: This problem set is now available at (www.blackboard.wayne.edu). It will be due
in class 7 days (09/23/05) from today (09/16/05). Grades will be administered as follows: 5
(exceptional effort), 4 (complete), 3 (incomplete or inadequate effort), 2 (poor effort), 0
(nonexistent). No late problem sets will be accepted.
1. Problem: Predict the most stable conformation of the indicated dioxospiran. Use MO's to
tailor your answer.
O
O
2. Problem: The molecule illustrated below can react through either Path A or Path B to form
the bromine salts as illustrated. In both instances the carbonyl oxygen functions as the
nucleophile in an intramolecular alkylation. What is the preferred path for the transformation
in question?
Br
N
H
O
Br
O
Br
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