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  Home > JCE Print > Journal of Chemical Education > Issues > 2004  > October  >
In the Laboratory
Combinatorial Partial Hydrogenation Reactions of 4-Nitroacetophenone. An Undergraduate Organic Laboratory
Kevin W. Kittredge, Susan S. Marine, and Richard T. Taylor
Department of Chemistry and Biochemistry, Miami University–Middletown, Middletown, OH 45042
Cover
October 2004
Vol. 81 No. 10
p. 1494
Abstract
A combinatorial organic chemistry experiment that utilizes an inexpensive commercially available parallel reactor, Argonaut's FirstMate, is described. Students perform a metal catalyzed partial hydrogenation reaction on a multi-functionalized substrate and analyze product ratios by GC–MS. Students evaluate a simple organic reaction that yields four different products. The reactions are performed in the presence and absence of a reaction modifier, methanesulfonic acid. Differing product ratios are obtained with the different types of metal catalysts and with the presence or the absence of the reaction modifier. Students discover which set of reaction conditions can be used to produce the highest yield of any desired product. They learn that optimizing reactions is both time and labor intensive and conducting parallel reactions is an efficient way to improve productivity. This experiment is an introduction to methods used in industrial and pharmaceutical chemistry.
Supplement
Student handouts describing this experiment and instructor notes are available.
*  Contents JCE2004p1494W.doc (Microsoft Word)
 
*  Download



 
More Information
*  Citation
 Kittredge, Kevin W.; Marine, Susan S.; Taylor, Richard T. J. Chem. Educ. 2004 81 1494.
*  Keywords
 Catalysis; Combinatorial Chemistry; Laboratory Instruction; Organic Chemistry; Organic Synthesis
*  History
 Created:
Last Updated:		 August 31, 2004
September 8, 2004
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