Pyrolysis of Aryl Sulfonate Esters in the Absence of Solvent: E1 or E2? A Puzzle for the Organic Laboratory.

• Autores: JOhn J. Nash, Marnie A. Leininger, Kurt Keyes
• Localización: Journal of chemical education, ISSN 0021-9584, Vol. 85, Nº 4, 2008, págs. 552-554
• Idioma: inglés
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• Resumen

  • The aryl sulfonate ester, menthyl N-acetylsulfanilate, is synthesized from N-acetylsulfanilyl chloride and menthol in pyridine, then pyrolyzed (thermally decomposed) at reduced pressure. The volatile (elimination) products of the reaction are analyzed using gas chromatography, and the resulting product distribution is used to determine whether the thermal decomposition occurs via an E1 mechanism or an E2 mechanism.