Spectrometric studies and theoretical calculations of some beta-ketonitriles.
The tautomerism of some beta-ketonitriles is investigated by the analysis of their mass spectra and theoretical calculations performed at the MP2/6-31G(d,p) level. The mass spectra of some beta-ketonitriles can provide valuable information regarding the keto-enol and nitrile-ketenimine equilibria taking place in the gas phase. The predictive value of this methodology is supported by the influence of the nature and size of substituents on tautomeric equilibria and the rather good correlation existing between the abundance ratios of selected fragments. Results show that the tautomeric equilibria of these bifunctional compounds can be evaluated by mass spectrometry.
Ruiz
Danila
D
Laboratorio LADECOR, División Química Orgánica, Departamento de Química, Facultad de Ciencias Exactas, Universidad Nacional de La Plata, Calle 47 y 115, (1900) La Plata, Buenos Aires, Argentina.
Giussi
Juan
J
Albesa
Alberto
A
Schiavoni
Mercedes
M
Furlong
Jorge
J
Allegretti
Patricia
P
D008401:Gas Chromatography-Mass Spectrometry / Q000379:methods*; D009682:Magnetic Resonance Spectroscopy; D008962:Models, Theoretical; D015394:Molecular Structure; D009570:Nitriles / Q000138:chemical synthesis / Q000737:chemistry*; D013237:Stereoisomerism
D009570:Nitriles