Dimerization of ionized 4-(methyl mercapto)-phenol during ESI, APCI and APPI mass spectrometry

dc.creatorWu, LM
dc.creatorEberlin, MN
dc.creatorCorilo, YE
dc.creatorLiu, DQ
dc.creatorYin, H
dc.date2009
dc.dateSEP
dc.date2014-11-14T09:01:19Z
dc.date2015-11-26T16:05:28Z
dc.date2014-11-14T09:01:19Z
dc.date2015-11-26T16:05:28Z
dc.date.accessioned2018-03-28T22:54:27Z
dc.date.available2018-03-28T22:54:27Z
dc.identifierJournal Of Mass Spectrometry. John Wiley & Sons Ltd, v. 44, n. 9, n. 1389, n. 1394, 2009.
dc.identifier1076-5174
dc.identifierWOS:000270456300013
dc.identifier10.1002/jms.1633
dc.identifierhttp://www.repositorio.unicamp.br/jspui/handle/REPOSIP/61876
dc.identifierhttp://www.repositorio.unicamp.br/handle/REPOSIP/61876
dc.identifierhttp://repositorio.unicamp.br/jspui/handle/REPOSIP/61876
dc.identifier.urihttp://repositorioslatinoamericanos.uchile.cl/handle/2250/1265713
dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionA novel ion/molecule reaction was observed to occur under electrospray ionization (ESI), atmospheric pressure chemical ionization (APCI), and atmospheric pressure photo ionization (APPI) conditions, leading to dimerization of ionized 4-(methyl mercapto)-phenol followed by fast H(center dot) loss. The reaction is particularly favored during ESI, which suggests that this ion/molecule reaction can occur both in the solution inside the ESI-charged droplets and in the gas-phase environment of most other atmospheric pressure ionization techniques. The dimerization reaction is inherent to the electrolytic process during ESI, whereas it is more by ion/molecule chemistry in nature during APCI and APPI. From the tandem mass spectrometry (MS/MS) data, accurate mass measurements, hydrogen/deuterium (H/D) exchange experiments and density functional theory (DFT) calculations, two methyl sulfonium ions appear to be the most likely products of this electrophilic aromatic substitution reaction. The possible occurrence of this unexpected reaction complicates mass spectral data interpretation and can be misleading in terms of structural assignment as reported herein for 4-(methyl mercapto)-phenol. Copyright (C) 2009 John Wiley & Sons, Ltd.
dc.description44
dc.description9
dc.description1389
dc.description1394
dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.descriptionFINEP
dc.descriptionConselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)
dc.descriptionFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)
dc.languageen
dc.publisherJohn Wiley & Sons Ltd
dc.publisherChichester
dc.publisherInglaterra
dc.relationJournal Of Mass Spectrometry
dc.relationJ. Mass Spectrom.
dc.rightsfechado
dc.rightshttp://olabout.wiley.com/WileyCDA/Section/id-406071.html
dc.sourceWeb of Science
dc.subjectin-source dimerization
dc.subjection/molecule reaction
dc.subjectelectrolytic oxidation
dc.subjectatmospheric pressure ionization
dc.subjectimpurity analysis
dc.subjectPressure Chemical-ionization
dc.subjectAtmospheric-pressure
dc.subjectElectrospray-ionization
dc.subjectGas-phase
dc.subjectRadical Cations
dc.subjectIon/molecule Reactions
dc.subjectMolecule Reactions
dc.subjectSpray Ionization
dc.subjectIon
dc.subjectTransacetalization
dc.titleDimerization of ionized 4-(methyl mercapto)-phenol during ESI, APCI and APPI mass spectrometry
dc.typeArtículos de revistas


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