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.
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