San Diego State University, United States: An Unknown Structure Determination Experiment

• Holly D. Bendorf ^[1] ; Emily N. Vebrosky ^[1] ; Brian J. Eck ^[1]
  1. [1] Lycoming College

     Lycoming College

     City of Williamsport, Estados Unidos

     
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 93, Nº 9, 2016, págs. 1637-1641
• Idioma: inglés
• Texto completo no disponible (Saber más ...)
• Resumen

  • In this experiment for an upper-division course in organic structure determination, each student prepares an unknown compound and characterizes the product using multiple spectroscopic techniques. The unknowns, 2-aryl-substituted 1,4-dihydro-3,1-benzoxazines and 1,2,3,4-tetrahydroquinazolines, are prepared in a single step by the condensation of commercially available aryl aldehydes with 2-aminobenzyl alcohol or 2-aminobenzylamine, respectively. The products are purified by recrystallization and characterized by their mass, IR, 1H NMR, 13C NMR, COSY, and HMQC spectra. Pre- and postlab assignments encourage students to use both mechanistic reasoning and information from multiple spectroscopic techniques for structure elucidation.