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  Home > JCE Print > Journal of Chemical Education > Issues > 2002  > June  >
In the Laboratory
Chiral Compounds and Green Chemistry in Undergraduate Organic Laboratories: Reduction of a Ketone by Sodium Borohydride and Baker's Yeast
Nicola Pohl, Allen Clague, and Kimberly Schwarz
Department of Chemistry, Iowa State University, Ames, IA 50011-3111
Cover
June 2002
Vol. 79 No. 6
p. 727
Abstract
We describe an integrated set of experiments for the undergraduate organic laboratory that allows students to compare and contrast biological and chemical means of introducing chirality into a molecule. The racemic reduction of ethyl acetoacetate with sodium borohydride and the same reduction in the presence of a tartaric acid ligand are described, and a capillary gas chromatography column packed with a chiral material for product analysis is introduced. The results of these two hydride reactions are compared with the results of a common undergraduate experiment, the baker's yeast reduction of ethyl acetoacetate.
Supplement
Notes for the instructor and a copy of the student handouts for the reduction labs and for the chiral GC analysis are available.
*  Contents JCE2002p0727W.doc (Microsoft Word)
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More Information
*  Citation
 Pohl, Nicola; Clague, Allen; Schwarz, Kimberly. J. Chem. Educ. 2002 79 727.
*  Keywords
 Chirality / Optical Isomers; Environmental Chemistry; Laboratory Instruction; Organic Synthesis; Redox Reactions
*  History
 Created:
Last Updated:		 May 17, 2002
March 16, 2005
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