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  Home > JCE Print > Journal of Chemical Education > Issues > 2000  > June  >
In the Laboratory
The Microscale Laboratory
The Heck Reaction: A Microscale Synthesis Using a Palladium Catalyst
William B. Martin and Laura J. Kateley
Department of Chemistry, Lake Forest College, Lake Forest, IL 60045
Cover
June 2000
Vol. 77 No. 6
p. 757
Abstract
Palladium catalysts are central to a large variety of modern organic syntheses. Heck reactions use palladium acetate as the preferred precatalyst to effect vinylic substitutions involving haloarenes and haloalkenes. The microscale synthesis described uses a reaction between a bromoiodobenzene and acrylic acid to produce a bromocinnamic acid. Structure verification for the product uses IR and 1H NMR spectroscopy. This experiment is appropriate for a second-semester introductory organic chemistry laboratory or an intermediate-level organic synthesis laboratory. It could be adapted as a project for two or three students, with each member of the group preparing a different isomer or using a different catalyst source.
More Information
*  Citation
 Martin, William B.; Kateley, Laura J. J. Chem. Educ. 2000 77 757.
*  Keywords
 Catalysis; Microscale; Organic Chemistry; Palladium; Synthesis; Organic Synthesis; Laboratory Instruction
*  History
 Created:
Last Updated:		 April 25, 2000
April 15, 2005
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