Chiral Compounds and Green Chemistry in Undergraduate Organic Laboratories: Reduction of a Ketone by Sodium Borohydride and Baker's Yeast

• Nicola Pohl ^[1] ; Allen Clague ^[1] ; Kimberly Schwarz ^[1]
  1. [1] Iowa State University

     Iowa State University

     Township of Franklin, Estados Unidos

     
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 79, Nº 6, 2002, pág. 727
• Idioma: inglés
• Texto completo no disponible (Saber más ...)
• Resumen

  • 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.