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  Home > JCE Print > Journal of Chemical Education > Issues > 1996  > December  >
In the Laboratory
Carbonyl and Conjugate Additions to Cyclohexenone: Experiments Illustrating Reagent Selectivity
Michael G. Organ and Paul Anderson
Department of Chemistry, Indiana University - Purdue University, 402 North Blackford St., Indianapolis, IN 46202
Cover
December 1996
Vol. 73 No. 12
p. 1193
Abstract
Organic chemistry is very challenging for most undergraduate students in that it is often perceived to be a subject unto itself, seemingly with its own language. Consequently, the focus of the curricula in most one-year organic chemistry courses is commonly on "the basics", and issues that may serve to confuse are often glosses over or omitted completely. One such issue is the reagent selectivity, or chemoselectivity, observed when a reagent is added to starting materials that possess more than one reactive site or functional group. This is an issue commonly faced by a practicing synthetic chemist in the production of target molecules of industrial interest. Undergraduate students leaving an organic chemistry program should have exposure to these concepts and hand-on experinence in dealing practically with the issue of selectivity. In this paper, selective addition of a nucleophile to either end of the enone moiety in cyclohexenone is examined.
More Information
*  Citation
 Organ, Michael G.; Anderson, Paul. J. Chem. Educ. 1996 73 1193.
*  Keywords
 Organic Chemistry
*  History
 Created:
Last Updated:		 August 5, 1999
February 21, 2006
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