Acid-catalyzed decomposition of 1-alkyltriazolines: a mechanistic study

…, BD Wladkowski, JE Taylor, EJ Thompson…

Index: Smith, Richard H.; Wladkowski, Brian D.; Taylor, Jesse E.; Thompson, Erin J.; Pruski, Brunon; et al. Journal of Organic Chemistry, 1993 , vol. 58, # 8 p. 2097 - 2103

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Citation Number: 18

Abstract

1-Alkyltriazolines are five-membered cyclic triazenes containing the unusual 2-configuration for the triazene moiety. The hydrolytic decomposition of these compounds in aqueous or mixed acetonitrileaqueous buffers leads predominantly to the formation of the corresponding 1-alkylaziridines and lesser amounts of 2-(alkylamino) ethanols, alkylamines, and acetaldehyde. The latter two products presumably result from hydrolysis of a ...