On the Surface-Catalyzed Reaction between the Gases 2,2-Dimethylpropanal and Methanamine. Formation of Active-Site Imines

Linda M. Mascavage, Philip E. Sonnet, and David R. Dalton*
Department of Chemistry, Arcadia University, Glenside, Pennsylvania 19038, and Department of Chemistry, Temple University, Philadelphia, Pennsylvania 19122
J. Org. Chem., 2006, 71 (9), pp 3435–3443
DOI: 10.1021/jo052503z
Publication Date (Web): March 30, 2006
Copyright © 2006 American Chemical Society

Abstract

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The reaction that occurs when vapors of 2,2-dimethylpropanal and methanamine are allowed to mix in an infrared gas cell has been examined. The disappearance of starting materials and formation of E-imine product, monitored simultaneously, is best fit by a process involving wall-associated water. The same or closely related processes have been successfully modeled; such processes may also be common to pyridoxal-catalyzed transamination and related reactions in biological systems.

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History

  • Published In Issue April 28, 2006
  • Received December 5, 2005

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