Combining a Standard Fischer Esterification Experiment with Stereochemical and Molecular-Modeling Concepts

• Thomas P. Clausen ^[1]
  1. [1] University of Alaska Fairbanks

     University of Alaska Fairbanks

     Estados Unidos

     
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 88, Nº 7, 2011, págs. 1007-1009
• Idioma: inglés
• Texto completo no disponible (Saber más ...)
• Resumen

  • The Fisher esterification reaction is ideally suited for the undergraduate organic laboratory because it is easy to carry out and often involves a suitable introduction to basic laboratory techniques including extraction, distillation, and simple spectroscopic (IR and NMR) analyses. Here, a Fisher esterification reaction is described in which the product is also ideally suited for more in-depth analyses of NMR assignments using standard 2D NMR techniques as well as incorporating molecular modeling arguments and the Karplus relationship between torsional angles and vicinal coupling constants to assign 1H NMR signals to specific diastereotopic hydrogens.