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On-line monitoring by membrane introduction mass spectrometry of chlorination of organics in water. Mechanistic and kinetic aspects of chloroform formation
2000; Wiley; Volume: 35; Issue: 5 Linguagem: Inglês
10.1002/(sici)1096-9888(200005)35
ISSN1096-9888
AutoresRachel V. R. A. Rios, Lilian Lúcia da Rocha, Tales G. Vieira, Rochel M. Lago, Rodinei Augusti,
Tópico(s)Analytical chemistry methods development
ResumoJournal of Mass SpectrometryVolume 35, Issue 5 p. 618-624 Research Article On-line monitoring by membrane introduction mass spectrometry of chlorination of organics in water. Mechanistic and kinetic aspects of chloroform formation Rachel V. R. A. Rios, Rachel V. R. A. Rios Chemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilSearch for more papers by this authorLilian L. da Rocha, Lilian L. da Rocha Chemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilSearch for more papers by this authorTales G. Vieira, Tales G. Vieira Chemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilSearch for more papers by this authorRochel M. Lago, Rochel M. Lago Chemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilSearch for more papers by this authorRodinei Augusti, Corresponding Author Rodinei Augusti rodinei@apolo.qui.ufmg.br Chemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilChemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, Brazil===Search for more papers by this author Rachel V. R. A. Rios, Rachel V. R. A. Rios Chemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilSearch for more papers by this authorLilian L. da Rocha, Lilian L. da Rocha Chemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilSearch for more papers by this authorTales G. Vieira, Tales G. Vieira Chemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilSearch for more papers by this authorRochel M. Lago, Rochel M. Lago Chemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilSearch for more papers by this authorRodinei Augusti, Corresponding Author Rodinei Augusti rodinei@apolo.qui.ufmg.br Chemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, BrazilChemistry Department, ICEx, Federal University of Minas Gerais, 31270-901 Belo Horizonte, MG, Brazil===Search for more papers by this author First published: 28 April 2000 https://doi.org/10.1002/(SICI)1096-9888(200005)35:5 3.0.CO;2-4Citations: 22Read the full textAboutPDF ToolsRequest permissionExport citationAdd to favoritesTrack citation ShareShare Give accessShare full text accessShare full-text accessPlease review our Terms and Conditions of Use and check box below to share full-text version of article.I have read and accept the Wiley Online Library Terms and Conditions of UseShareable LinkUse the link below to share a full-text version of this article with your friends and colleagues. Learn more.Copy URL Share a linkShare onFacebookTwitterLinked InRedditWechat Abstract Chloroform formation during the chlorination of simple organic molecules modeling humic substances, such as phenol and di- and trihydroxybenzenes, was studied by on-line membrane introduction mass spectrometry (MIMS). Under the reaction conditions employed, chloroform was rapidly formed from 1,3-dihydroxybenzene, 1,4-dihydroxybenzene, phenol and 1,2,3-trihydroxybenzene with yields of 17, 13, 7 and 5%, respectively. With the exception of aniline, which afforded a 17% chloroform yield, non-phenolic compounds, such as nitrobenzene, chlorobenzene, toluene, benzene and cyclohexanol, furnished low yields. Mechanistic studies showed that phenol is chlorinated consecutively and produces initially chlorophenol. It is suggested that chloroform might be formed mainly from chlorinated 3,5-cyclohexadienone-type intermediates. MIMS was also used to determine the reaction rates and to study the kinetics of the chlorination. A good Hammett linear correlation for an electrophilic substitution mechanism was found for the compounds C6H5X (X = NH2, OH, CH3, H, Cl and NO2). Copyright © 2000 John Wiley & Sons, Ltd. Citing Literature Volume35, Issue5May 2000Pages 618-624 RelatedInformation
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