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dc.contributor.CRUESPUNIVERSIDADE DE ESTADUAL DE CAMPINASpt_BR
dc.typeArtigo de periódicopt_BR
dc.titleHydrogen/chlorine Exchange Reactions Of Gaseous Carbanionspt_BR
dc.contributor.authorChen H.pt_BR
dc.contributor.authorCooks R.G.pt_BR
dc.contributor.authorMeurer E.C.pt_BR
dc.contributor.authorEberlin M.N.pt_BR
unicamp.authorMeurer, E.C., Institute of Chemistry, State University of Campinas, UNICAMP, Campinas, Brazilpt_BR
unicamp.authorEberlin, M.N., Institute of Chemistry, State University of Campinas, UNICAMP, Campinas, Brazil, Institute of Chemistry, State University of Campinas, UNICAMP, Campinas SP, Brazilpt_BR
unicamp.author.externalChen, H., Department of Chemistry, Purdue University, West Lafayette, IN, United Statespt
unicamp.author.externalCooks, R.G., Department of Chemistry, Purdue University, West Lafayette, IN, United States, Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907-1393, United Statespt
dc.description.abstractGas-phase reactions of three typical carbanions CH2NO 2 -, CH2CN-, and CH 2S(O)CH3 - with the chloromethanes CH 2Cl2, CHCl3, and CCl4, examined by tandem mass spectrometry, show a novel hydrogen/chlorine exchange reaction. For example, reaction between the nitromethyl anion CH2NO 2 - and carbon tetrachloride CCl4 forms the ion CHClNO2 -. The suggested reaction mechanism involves nucleophilic attack by CH2NO2 - at the chlorine of CCl4 followed by proton transfer within the resulting complex [CH2ClNO2 + CCl3 -] to form CHClNO2 - and CHCl3. Two other carbanions CH2CN- and CH2S(O)CH3 - also undergo the novel hydrogen/chlorine exchange reactions with CCl4 but to a much smaller extent, their higher nucleophilicities favoring competitive nucleophilic attack reactions. Proton abstraction is the exclusive pathway in the reactions of these carbanions with CHCl3. While CH2CN- and CH2S(O)CH3 - promote mainly proton abstraction and nucleophilic displacement in reactions with CH2Cl2, CH2NO2 - does not react. © 2005 American Society for Mass Spectrometry.en
dc.relation.ispartofJournal of the American Society for Mass Spectrometrypt_BR
dc.date.issued2005pt_BR
dc.identifier.citationJournal Of The American Society For Mass Spectrometry. , v. 16, n. 12, p. 2045 - 2051, 2005.pt_BR
dc.language.isoenpt_BR
dc.description.volume16pt_BR
dc.description.issuenumber12pt_BR
dc.description.firstpage2045pt_BR
dc.description.lastpage2051pt_BR
dc.rightsfechadopt_BR
dc.sourceScopuspt_BR
dc.identifier.issn10440305pt_BR
dc.identifier.doi10.1016/j.jasms.2005.08.012pt_BR
dc.identifier.urlhttp://www.scopus.com/inward/record.url?eid=2-s2.0-27844548624&partnerID=40&md5=8cd709e5c5c935397d4a7aba0216e6d9pt_BR
dc.date.available2015-06-26T14:08:12Z
dc.date.available2015-11-26T14:07:45Z-
dc.date.accessioned2015-06-26T14:08:12Z
dc.date.accessioned2015-11-26T14:07:45Z-
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dc.description.provenanceMade available in DSpace on 2015-11-26T14:07:45Z (GMT). No. of bitstreams: 2 2-s2.0-27844548624.pdf: 234788 bytes, checksum: ad9c926702a106972bdd2be5c9f78fe9 (MD5) 2-s2.0-27844548624.pdf.txt: 26810 bytes, checksum: 7b50189f2c579d3e1abcbd184b00bf34 (MD5) Previous issue date: 2005en
dc.identifier.urihttp://www.repositorio.unicamp.br/handle/REPOSIP/93516
dc.identifier.urihttp://repositorio.unicamp.br/jspui/handle/REPOSIP/93516-
dc.identifier.idScopus2-s2.0-27844548624pt_BR
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