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

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 ket...

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Main Authors:	Jorge J. P. Furlong, Eduardo A. Castro, MarÃƒÂa Susana Cortizo, MarÃƒÂa de las Mercedes Schiavoni, Patricia E. Allegretti
Format:	Article
Language:	English
Published:	MDPI AG 2004-11-01
Series:	International Journal of Molecular Sciences
Subjects:	Tautomerism ketones mass spectrometry theoretical calculations
Online Access:	http://www.mdpi.com/1422-0067/5/11/294/

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spelling	doaj-be82f374453c432191ccb1dab04c03192020-11-25T00:38:53ZengMDPI AGInternational Journal of Molecular Sciences1422-00672004-11-0151129430010.3390/i5110294Enol and Enethiol Occurrence for Some Ketones and Thioketones. Mass Spectrometry and Theoretical CalculationsJorge J. P. FurlongEduardo A. CastroMarÃƒÂa Susana CortizoMarÃƒÂa de las Mercedes SchiavoniPatricia E. AllegrettiAbstract: 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 compoundÃ¢Â€Â™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.http://www.mdpi.com/1422-0067/5/11/294/Tautomerismketonesmass spectrometrytheoretical calculations
collection	DOAJ
language	English
format	Article
sources	DOAJ
author	Jorge J. P. Furlong Eduardo A. Castro MarÃƒÂa Susana Cortizo MarÃƒÂa de las Mercedes Schiavoni Patricia E. Allegretti
spellingShingle	Jorge J. P. Furlong Eduardo A. Castro MarÃƒÂa Susana Cortizo MarÃƒÂa de las Mercedes Schiavoni Patricia E. Allegretti Enol and Enethiol Occurrence for Some Ketones and Thioketones. Mass Spectrometry and Theoretical Calculations International Journal of Molecular Sciences Tautomerism ketones mass spectrometry theoretical calculations
author_facet	Jorge J. P. Furlong Eduardo A. Castro MarÃƒÂa Susana Cortizo MarÃƒÂa de las Mercedes Schiavoni Patricia E. Allegretti
author_sort	Jorge J. P. Furlong
title	Enol and Enethiol Occurrence for Some Ketones and Thioketones. Mass Spectrometry and Theoretical Calculations
title_short	Enol and Enethiol Occurrence for Some Ketones and Thioketones. Mass Spectrometry and Theoretical Calculations
title_full	Enol and Enethiol Occurrence for Some Ketones and Thioketones. Mass Spectrometry and Theoretical Calculations
title_fullStr	Enol and Enethiol Occurrence for Some Ketones and Thioketones. Mass Spectrometry and Theoretical Calculations
title_full_unstemmed	Enol and Enethiol Occurrence for Some Ketones and Thioketones. Mass Spectrometry and Theoretical Calculations
title_sort	enol and enethiol occurrence for some ketones and thioketones. mass spectrometry and theoretical calculations
publisher	MDPI AG
series	International Journal of Molecular Sciences
issn	1422-0067
publishDate	2004-11-01
description	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 compoundÃ¢Â€Â™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.
topic	Tautomerism ketones mass spectrometry theoretical calculations
url	http://www.mdpi.com/1422-0067/5/11/294/
work_keys_str_mv	AT jorgejpfurlong enolandenethioloccurrenceforsomeketonesandthioketonesmassspectrometryandtheoreticalcalculations AT eduardoacastro enolandenethioloccurrenceforsomeketonesandthioketonesmassspectrometryandtheoreticalcalculations AT maraƒaasusanacortizo enolandenethioloccurrenceforsomeketonesandthioketonesmassspectrometryandtheoreticalcalculations AT maraƒaadelasmercedesschiavoni enolandenethioloccurrenceforsomeketonesandthioketonesmassspectrometryandtheoreticalcalculations AT patriciaeallegretti enolandenethioloccurrenceforsomeketonesandthioketonesmassspectrometryandtheoreticalcalculations
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Enol and Enethiol Occurrence for Some Ketones and Thioketones. Mass Spectrometry and Theoretical Calculations

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