Summary: CHM 7200 Organic Structures and Mechanisms Fall Term 2007
Problem Set 1: This problem set is now available at (www.blackboard.wayne.edu). It will be due
in class 7 days (09/14/07) from today (09/07/07). 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: Consider the conformations about the O-C(=C ) bond that are possible for methyl
vinyl ether. (Draw the two lone pairs on oxygen as substituents in appropriate Newman
a) What conformation would be preferred according to the , description of bonding?
b) What conformation would be preferred according to the bent bond description?
c) After answering parts a) and b), use the literature to find a paper on methyl vinyl ether
conformations. What do the experimental data tell you?
Please see: http://chem.wayne.edu/andreanagroup/ for answers to this question
2. Problem: Construct a detailed mechanism for the following transformation.