Epoxidation with Possibilities: Discovering Stereochemistry in Organic Chemistry via Coupling Constants

• Edward M. Treadwell ^[1] ; Zhiqing Yan ^[1] ; Xiao Xiao ^[1]
  1. [1] Eastern Illinois University

     Eastern Illinois University

     Township of Charleston, Estados Unidos

     
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 94, Nº 5, 2017, págs. 640-643
• Idioma: inglés
• Texto completo no disponible (Saber más ...)
• Resumen

  • A one-day laboratory epoxidation experiment, requiring no purification, is described, wherein the students are given an “unknown” stereoisomer of 3-hexen-1-ol, and use 1H NMR coupling constants to determine the stereochemistry of their product. From this they work backward to determine the stereochemistry of their starting alkene.