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dc.contributor.authorJoll, Cynthia
dc.contributor.authorAlessandrino, Michael
dc.contributor.authorHeitz, Anna
dc.date.accessioned2017-01-30T13:41:22Z
dc.date.available2017-01-30T13:41:22Z
dc.date.created2010-09-07T20:03:11Z
dc.date.issued2010
dc.identifier.citationJoll, Cynthia A. and Alessandrino, Michael J. and Heitz, Anna. 2010. Disinfection by-products from halogenation of aqueous solutions of terpenoids. Water Research. 44 (1): pp. 232-242.
dc.identifier.urihttp://hdl.handle.net/20.500.11937/34129
dc.identifier.doi10.1016/j.watres.2009.09.003
dc.description.abstract

We report the formation of trihalomethanes and other disinfection by-products from four polyfunctional terpenoids during simulated chlorination of natural waters. Complex suites of products were identified by closed loop stripping analysis (CLSA)/gas chromatography-mass spectrometry (GC-MS) from halogenation of b-carotene and retinol. b-Ionone appeared to be a key intermediate in the halogenation of b-carotene and retinol, reacting further under the reaction conditions to produce trans-b-ionone-5,6-epoxide and b-cyclocitral. Halogenation of the four terpenoids also produced trihalomethanes (THMs), most likely through haloform reaction on methyl ketone groups within many of the intermediates. Since halogenation of retinol produced a significant quantity of THMs at a slow reaction rate, retinol-based structures may possibly contribute to the slow reacting phase of THM formation in natural waters. Two polyhydroxyphenol model compounds were halogenated for comparison. The only products identified by CLSA/GC-MS from halogenation of 40,5,7- trihydroxyflavanone and ellagic acid were THMs. 40,5,7-Trihydroxyflavanone rapidly produced THMs, with an extremely high molar yield (94%) at pH 7. Terpenoids of the b-ionone and retinol type should be considered to be significant THM precursors, while 40,5,7-trihydroxyflavanone has been shown to be an extremely significant THM precursor, potentially present within natural organic matter in water treatment processes and distribution systems

dc.publisherElsevier Science Ltd
dc.subjectDisinfection by-products
dc.subjectPolyhydroxyphenols
dc.subjectTrihalomethanes
dc.subjectChlorine
dc.subjectTerpenoids
dc.subjectDrinking water
dc.titleDisinfection by-products from halogenation of aqueous solutions of terpenoids
dc.typeJournal Article
dcterms.source.volume44
dcterms.source.number1
dcterms.source.startPage232
dcterms.source.endPage242
dcterms.source.issn00431354
dcterms.source.titleWater Research
curtin.note

The link to the journal’s home page is: http://www.elsevier.com/wps/find/journaldescription.cws_home/309/description#description . Copyright © 2010 Elsevier B.V. All rights reserved

curtin.accessStatusOpen access
curtin.facultyDepartment of Applied Chemistry
curtin.facultySchool of Science and Computing
curtin.facultyFaculty of Science and Engineering


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