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  Home > JCE Print > Journal of Chemical Education > Issues > 2001  > September  >
In the Laboratory
Discovery-Oriented Approach To Organic Synthesis: Tandem Aldol Condensation-Michael Addition Reactions. Identifying Diastereotopic Hydrogens in an Achiral Molecule by NMR Spectroscopy
Nanette Wachter-Jurcsak and Kendra Reddin
Department of Chemistry, Hofstra University, Hempstead, NY 11550-1090

Cover
September 2001
Vol. 78 No. 9
p. 1264

Abstract
We have found a beautiful example of anisochrony of diastereotopic acyclic methylene hydrogens in a symmetric diketone, synthesized by techniques traditionally performed in an introductory organic laboratory course. Synthesis of the diketone is high-yielding and easy to carry out, and the products can be directly isolated with a good degree of purity with no need of further manipulation. The reaction can be accomplished in a single laboratory session.
More Information
*  Citation
Wachter-Jurcsak, Nanette; Reddin, Kendra. J. Chem. Educ. 2001 78 1264.
*  Keywords
Laboratory Instruction; NMR Spectrometry; Organic Chemistry; Organic Synthesis; Stereochemistry
*  History
Created:
Last Updated:
August 14, 2001
August 31, 2005
  Home > JCE Print > Journal of Chemical Education > Issues > 2001 > September > Page 1264


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