Undergraduate Organic Experiment: Tetrazole Formation by Microwave Heated (3 + 2) Cycloaddition in Aqueous Solution

• Heather DeFrancesco ^[1] ; Joshua Dudley ^[1] ; Adiel Coca ^[1]
  1. [1] Southern Connecticut State University

     Southern Connecticut State University

     Town of New Haven, Estados Unidos

     
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 95, Nº 3, 2018, págs. 433-437
• Idioma: inglés
• Texto completo no disponible (Saber más ...)
• Resumen

  • An undergraduate experiment for the organic laboratory is described that utilizes microwave heating to prepare 5-substituted 1H-tetrazole derivatives through a (3 + 2) cycloaddition between aryl nitriles and sodium azide. The reaction mixture is analyzed by thin layer chromatography. The products are purified through an acid–base extraction and recrystallization. Characterization is accomplished using melting point, infrared, 1H NMR, and 13C NMR spectroscopy. Students are tasked with determining and confirming the structure of their product based on their assigned nitrile and characterization data.