Summary: CHM 7200 Organic Structures and Mechanisms Fall Term 2006
Problem Set 11 (Bonus): This problem set is now available at (www.blackboard.wayne.edu). It
will be due in class 8 days (12/19/06) from today (12/11/06). 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: The following is a general reaction for the formation of pyrroles. In this condensation,
any of the three reaction constituents may be varied. (Ono, "The Nitro Group in Organic
Synthesis" Wiley-VCH, 2001, Chapter 10, pp 326-328). Since it is not clear what the "inorganic"
reaction product is, provide the most reasonable mechanism possible with the reagents
NO2 NH3+ +