spectrometric study of the nitrile-ketenimine tautomerism光谱的研究nitrile-ketenimine互变现象.pdfVIP

Hindawi Publishing Corporation International Journal of Spectroscopy Volume 2009, Article ID 408345, 18 pages doi:10.1155/2009/408345 Research Article Spectrometric Study of the Nitrile-Ketenimine Tautomerism ´ ´ Hebe Saravı Cisneros, Sergio Laurella, Danila L. Ruiz, Agustın Ponzinibbio, Patricia E. Allegretti, and Jorge J. P. Furlong LADECOR (UNLP), Division Quımica Organica, Departamento de Quımica, Facultad de Ciencias Exactas, ´ ´ ´ ´ Universidad Nacional de La Plata, Calle 47 y 115, 1900 La Plata, Argentina Correspondence should be addressed to Jorge J. P. Furlong, furlong@.ar Received 13 October 2008; Revised 17 February 2009; Accepted 8 June 2009 Recommended by Craig J. Eckhardt Mass spectrometry is used to evaluate the occurrence of the nitrile-ketenimine tautomerism. Mass spectra of two differently substituted nitriles, ethyl-4,4-dicyano-3-methyl-3-butenoate and diethyl-2-cyano-3-methyl-2-pentenodiate are examined looking for common mass spectral behaviors. Ion fragmentation assignments for specific tautomers allow to predict the presence of the corresponding structures. Additionally, the mass spectrum and nuclear magnetic resonance spectra of ethyl-4,4-dicyano- 2,2-diethyl-3-methyl-3-butenoate and that of the corresponding amination product support the occurrence of the ketenimine tautomer in the equilibrium. ´ Copyright © 2009 Hebe Saravı Cisneros et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction