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Spectrometric Study of the Nitrile-Ketenimine Tautomerism
Author(s) -
Hebe Saraví Cisneros,
Sergio Luis Laurella,
Danila Ruiz,
Agustı́n Ponzinibbio,
Patricia E. Allegretti,
Jorge J. P. Furlong
Publication year - 2009
Publication title -
international journal of spectroscopy
Language(s) - English
Resource type - Journals
eISSN - 1687-9457
pISSN - 1687-9449
DOI - 10.1155/2009/408345
Subject(s) - ketenimine , tautomer , chemistry , nitrile , mass spectrum , fragmentation (computing) , computational chemistry , mass spectrometry , photochemistry , ion , organic chemistry , chromatography , computer science , operating system
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

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