Electrophilic halogenation by chlorine acetate and t-butyl hypochlorite

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dc.contributor.advisor De la Mare, P. en
dc.contributor.author Rosser, Maxwell John en
dc.date.accessioned 2007-08-18T11:23:41Z en
dc.date.available 2007-08-18T11:23:41Z en
dc.date.issued 1978 en
dc.identifier THESIS 78-136 en
dc.identifier.citation Thesis (PhD--Chemistry)--University of Auckland, 1978 en
dc.identifier.uri http://hdl.handle.net/2292/1478 en
dc.description Full text is available to authenticated members of The University of Auckland only. en
dc.description.abstract Heterolytic halogenations by chlorine acetate and by t-butyl hypochlorite in acetic acid have been studied; the former mainly from analysis of products and the latter both by kinetic analysis and by analysis of products. Addition processes initiated by chlorine acetate have not been formerly reported. The addition products formed by reaction between chlorine acetate and a number of different substrates are reported herein. Features of the halogenation reactions of chlorine acetate studied in this work, together with those obtained by Dr M.A. Wilson, have led to some insight into the nature of the intermediates involved and have required some revision of earlier ideas regarding the intermediates involved in molecular chlorination. In studies involving halogenation by t-butyl hypochlorite in acetic acid it has been demonstrated that reaction may occur via a direct process involving the t-butyl hypochlorite and substrate molecules or by a two-stage process in which rate-determining formation of chlorine acetate is followed by rapid reaction with the substrate. Chlorinations by t-butyl hypochlorite have been shown to be subject to catalysis by both acid and base, the acid-catalysed reaction implicating involvement by either t-BuOClH+ or ClOACH+. en
dc.language.iso en en
dc.publisher ResearchSpace@Auckland en
dc.relation.ispartof PhD Thesis - University of Auckland en
dc.relation.isreferencedby UoA9921832714002091 en
dc.rights Restricted Item. Available to authenticated members of The University of Auckland. en
dc.rights.uri https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm en
dc.title Electrophilic halogenation by chlorine acetate and t-butyl hypochlorite en
dc.type Thesis en
thesis.degree.discipline Chemistry en
thesis.degree.grantor The University of Auckland en
thesis.degree.level Doctoral en
thesis.degree.name PhD en
dc.rights.holder Copyright: The author en

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