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dc.contributor.authorLe Roux, Julien
dc.contributor.authorGallard, Hervé
dc.contributor.authorCroue, Jean-Philippe
dc.contributor.authorPapot, Sébastien
dc.contributor.authorDeborde, Marie
dc.date.accessioned2015-08-03T10:02:41Z
dc.date.available2015-08-03T10:02:41Z
dc.date.issued2012-09-26
dc.identifier.citationRoux, J. L., Gallard, H., Croué, J.-P., Papot, S., & Deborde, M. (2012). NDMA Formation by Chloramination of Ranitidine: Kinetics and Mechanism. Environmental Science & Technology, 46(20), 11095–11103. doi:10.1021/es3023094
dc.identifier.issn0013936X
dc.identifier.pmid22967139
dc.identifier.doi10.1021/es3023094
dc.identifier.urihttp://hdl.handle.net/10754/562367
dc.description.abstractThe kinetics of decomposition of the pharmaceutical ranitidine (a major precursor of NDMA) during chloramination was investigated and some decomposition byproducts were identified by using high performance liquid chromatography coupled with mass spectrometry (HPLC-MS). The reaction between monochloramine and ranitidine followed second order kinetics and was acid-catalyzed. Decomposition of ranitidine formed different byproducts depending on the applied monochloramine concentration. Most identified products were chlorinated and hydroxylated analogues of ranitidine. In excess of monochloramine, nucleophilic substitution between ranitidine and monochloramine led to byproducts that are critical intermediates involved in the formation of NDMA, for example, a carbocation formed from the decomposition of the methylfuran moiety of ranitidine. A complete mechanism is proposed to explain the high formation yield of NDMA from chloramination of ranitidine. These results are of great importance to understand the formation of NDMA by chloramination of tertiary amines. © 2012 American Chemical Society.
dc.publisherAmerican Chemical Society (ACS)
dc.titleNDMA formation by chloramination of ranitidine: Kinetics and mechanism
dc.typeArticle
dc.contributor.departmentBiological and Environmental Sciences and Engineering (BESE) Division
dc.contributor.departmentEnvironmental Science and Engineering Program
dc.identifier.journalEnvironmental Science & Technology
dc.contributor.institutionUniversité de Poitiers - CNRS, UMR 7285 IC2MP - ENSIP, 1 rue Marcel Doré, 86022 Poitiers Cedex, France
dc.contributor.institutionUniversité de Poitiers - CNRS, UMR 7285 IC2MP, 4 rue Michel Brunet, 86022 Poitiers Cedex, France
kaust.personCroue, Jean-Philippe
dc.date.published-online2012-09-26
dc.date.published-print2012-10-16


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