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Article: Water-catalyzed dehalogenation reactions of the isomer of CBr4 and its reaction products and a comparison to analogous reactions of the isomers of di- and trihalomethanes

TitleWater-catalyzed dehalogenation reactions of the isomer of CBr4 and its reaction products and a comparison to analogous reactions of the isomers of di- and trihalomethanes
Authors
KeywordsAb initio calculations
Dehalogenation
Elimination
Reaction mechanisms
Water chemistry
Issue Date2005
PublisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.wiley-vch.de/home/chemistry
Citation
Chemistry - A European Journal, 2005, v. 11 n. 4, p. 1093-1108 How to Cite?
AbstractA combined experimental and theoretical study of the UV photolysis of a typical tetrahalomethane, CBr 4, in water and acetonitrile/water was performed. Ultraviolet photolysis of low concentrations of CBr 4 in water mostly leads to the production of four HBr leaving groups and CO 2. Picosecond time-resolved resonance Raman (Ps-TR 3) experiments and ab initio calculations indicate that water-catalyzed O-H insertion/HBr elimination of the isomer of CBr 4 and subsequent reactions of its products lead to the formation of these products. The UV photolyses of di-, tri-, and tetrahalomethanes at low concentrations in water-solvated environments are compared to one another. This comparison enables a general reaction scheme to be deduced that can account for the different products produced by UV photolysis of low concentrations of di-, tri-, and tetrahalomethanes in water. The fate of the (halo)formaldehyde intermediate in the chemical reaction mechanism is the key to determining how many strong acid leaving groups are produced and which carbon atom final product is likely formed by UV photolysis of a polyhalomethane at low concentrations in a water-solvated environment. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
Persistent Identifierhttp://hdl.handle.net/10722/69087
ISSN
2015 Impact Factor: 5.771
2015 SCImago Journal Rankings: 2.323
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorZhao, Cen_HK
dc.contributor.authorLin, Xen_HK
dc.contributor.authorKwok, WMen_HK
dc.contributor.authorGuan, Xen_HK
dc.contributor.authorDu, Yen_HK
dc.contributor.authorWang, Den_HK
dc.contributor.authorHung, KFen_HK
dc.contributor.authorPhillips, DLen_HK
dc.date.accessioned2010-09-06T06:10:26Z-
dc.date.available2010-09-06T06:10:26Z-
dc.date.issued2005en_HK
dc.identifier.citationChemistry - A European Journal, 2005, v. 11 n. 4, p. 1093-1108en_HK
dc.identifier.issn0947-6539en_HK
dc.identifier.urihttp://hdl.handle.net/10722/69087-
dc.description.abstractA combined experimental and theoretical study of the UV photolysis of a typical tetrahalomethane, CBr 4, in water and acetonitrile/water was performed. Ultraviolet photolysis of low concentrations of CBr 4 in water mostly leads to the production of four HBr leaving groups and CO 2. Picosecond time-resolved resonance Raman (Ps-TR 3) experiments and ab initio calculations indicate that water-catalyzed O-H insertion/HBr elimination of the isomer of CBr 4 and subsequent reactions of its products lead to the formation of these products. The UV photolyses of di-, tri-, and tetrahalomethanes at low concentrations in water-solvated environments are compared to one another. This comparison enables a general reaction scheme to be deduced that can account for the different products produced by UV photolysis of low concentrations of di-, tri-, and tetrahalomethanes in water. The fate of the (halo)formaldehyde intermediate in the chemical reaction mechanism is the key to determining how many strong acid leaving groups are produced and which carbon atom final product is likely formed by UV photolysis of a polyhalomethane at low concentrations in a water-solvated environment. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.en_HK
dc.languageengen_HK
dc.publisherWiley - V C H Verlag GmbH & Co KGaA. The Journal's web site is located at http://www.wiley-vch.de/home/chemistryen_HK
dc.relation.ispartofChemistry - A European Journalen_HK
dc.subjectAb initio calculationsen_HK
dc.subjectDehalogenationen_HK
dc.subjectEliminationen_HK
dc.subjectReaction mechanismsen_HK
dc.subjectWater chemistryen_HK
dc.titleWater-catalyzed dehalogenation reactions of the isomer of CBr4 and its reaction products and a comparison to analogous reactions of the isomers of di- and trihalomethanesen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0947-6539&volume=11&issue=4&spage=1093&epage=1108&date=2005&atitle=Water-catalyzed+dehalogenation+reactions+of+the+isomer+of+CBr4+and+its+reaction+products+and+a+comparison+to+analogous+reactions+of+the+isomers+of+di-+and+trihalomethanesen_HK
dc.identifier.emailPhillips, DL:phillips@hku.hken_HK
dc.identifier.authorityPhillips, DL=rp00770en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/chem.200400695en_HK
dc.identifier.pmid15742469-
dc.identifier.scopuseid_2-s2.0-14544290500en_HK
dc.identifier.hkuros99141en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-14544290500&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume11en_HK
dc.identifier.issue4en_HK
dc.identifier.spage1093en_HK
dc.identifier.epage1108en_HK
dc.identifier.isiWOS:000226997000005-
dc.publisher.placeGermanyen_HK
dc.identifier.scopusauthoridZhao, C=7403563836en_HK
dc.identifier.scopusauthoridLin, X=35205535200en_HK
dc.identifier.scopusauthoridKwok, WM=7103129332en_HK
dc.identifier.scopusauthoridGuan, X=8313149700en_HK
dc.identifier.scopusauthoridDu, Y=35310175500en_HK
dc.identifier.scopusauthoridWang, D=7407071795en_HK
dc.identifier.scopusauthoridHung, KF=8313150000en_HK
dc.identifier.scopusauthoridPhillips, DL=7404519365en_HK

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