Enol and enethiol occurrence for some ketones and thioketones : Mass spectrometry and theoretical calculations

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...

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Autores principales: Allegretti, Patricia Ercilia, Schiavoni, María de las Mercedes, Cortizo, María Susana, Castro, Eduardo Alberto, Furlong, Jorge Javier Pedro
Formato: Articulo
Lenguaje:inglés
Publicado: 2004
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Acceso en línea:http://sedici.unlp.edu.ar/handle/10915/36595
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author Allegretti, Patricia Ercilia
Schiavoni, María de las Mercedes
Cortizo, María Susana
Castro, Eduardo Alberto
Furlong, Jorge Javier Pedro
author_facet Allegretti, Patricia Ercilia
Schiavoni, María de las Mercedes
Cortizo, María Susana
Castro, Eduardo Alberto
Furlong, Jorge Javier Pedro
author_sort Allegretti, Patricia Ercilia
collection Repositorio Sedici - Comunidad
description 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.
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spelling I89-R6-10915-365952026-02-24T16:45:31Z http://sedici.unlp.edu.ar/handle/10915/36595 Enol and enethiol occurrence for some ketones and thioketones : Mass spectrometry and theoretical calculations Allegretti, Patricia Ercilia Schiavoni, María de las Mercedes Cortizo, María Susana Castro, Eduardo Alberto Furlong, Jorge Javier Pedro 2004-11 2014-06-13T19:00:52Z en Ciencias Exactas Química ketone ketones thiol derivative mass spectrometry equilibrium constant tautomerism theoretical calculations 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. Facultad de Ciencias Exactas Articulo Articulo http://creativecommons.org/licenses/by/3.0/ Creative Commons Attribution 3.0 Unported (CC BY 3.0) application/pdf 294-300
spellingShingle Ciencias Exactas
Química
ketone
ketones
thiol derivative
mass spectrometry
equilibrium constant
tautomerism
theoretical calculations
Allegretti, Patricia Ercilia
Schiavoni, María de las Mercedes
Cortizo, María Susana
Castro, Eduardo Alberto
Furlong, Jorge Javier Pedro
Enol and enethiol occurrence for some ketones and thioketones : Mass spectrometry and theoretical calculations
title 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_short 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
topic Ciencias Exactas
Química
ketone
ketones
thiol derivative
mass spectrometry
equilibrium constant
tautomerism
theoretical calculations
url http://sedici.unlp.edu.ar/handle/10915/36595
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AT cortizomariasusana enolandenethioloccurrenceforsomeketonesandthioketonesmassspectrometryandtheoreticalcalculations
AT castroeduardoalberto enolandenethioloccurrenceforsomeketonesandthioketonesmassspectrometryandtheoreticalcalculations
AT furlongjorgejavierpedro enolandenethioloccurrenceforsomeketonesandthioketonesmassspectrometryandtheoreticalcalculations