Work

Enol and Enethiol Occurrence for Some Ketones and Thioketones. Mass Spectrometry and Theoretical Calculations

Year: 2004

Type: article

Abstract: The mass spectra of ketones can provide valuable information with regards to keto-enol equilibria occurring in the gas phase. Mass spectra of selected ketones and thioketones have been analysed and specific fragmentation assignments have been done to characterised and weigh co-existing keto and enol tautomers. Thioketones are of particular interest due to their tendency to shift the tautomeric equilibrium towards the enethiol form. The predictive value of this methodology is not only supported by the influence of these compound’s nature and size of the substituent on these equilibria but also by the good correlation found between the selected fragments abundances ratio and semi-empirical calculation (AM1) of the corresponding heats of tautomerization.

Source: International Journal of Molecular Sciences

DOI: 10.3390/i5110294

Authors: Patricia E. Allegretti, María de las Mercedes Schiavoni, María Susana Cortizo, Eduardo A. Castro, Jorge J. P. Furlong

Institutions: Universidad Nacional de La Plata, Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas, Consejo Nacional de Investigaciones Científicas y Técnicas

Language: English

Topic: Mass Spectrometry Techniques and Applications

Subfield: Spectroscopy

Field: Chemistry

Domain: Physical Sciences

Open Access status: gold

Estimated APC paid: $3,499

OpenAlex ID: W2099324933

FWCI: 0.27

Cites: 19

Cited by: 15

Related to: 10