Spectrometric Study of the Nitrile-Ketenimine Tautomerism

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 fragmentat...

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Bibliographic Details
Published in:International journal of spectroscopy 2009-01, Vol.2009 (2009), p.1-18
Main Authors: Saraví Cisneros, Hebe, Laurella, Sergio, Ruiz, Danila L., Ponzinibbio, Agustín, Allegretti, Patricia E., Furlong, Jorge J. P.
Format: Article
Language:English
Subjects:
Experiments
Mass spectrometry
NMR
Nuclear magnetic resonance
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Summary: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.
ISSN:1687-9449
1687-9457
DOI:10.1155/2009/408345