Please use this identifier to cite or link to this item: https://hdl.handle.net/1959.11/12165
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dc.contributor.authorHammond, Gerard Phillipen
dc.contributor.authorGlover, Stephenen
dc.date.accessioned2013-02-27T14:23:00Z-
dc.date.created1997en
dc.date.issued1998-
dc.identifier.urihttps://hdl.handle.net/1959.11/12165-
dc.description.abstractA new class of relatively stable compounds, alkyl N-acyloxybenzohydroxamates, were synthesised and found to he excellent sources of alkoxy stabilised nitrenium ions under acidic conditions. Under basic conditions the alkyl N acyloxybenzohydroxamates are rapidly consumed in bimolecular reactions. All precursors were determined to he mutagenic. In aqueous acetonitrile, butyl N-acetoxybenzohydroxamate decomposes via an AA11 mechanism to an N-acyl-N-hutoxynitrenium ion and the progress of the reaction was monitored by ¹H NMR across the temperature range 298-338K. The acid-catalysed solvolysis was repeated with a number of electron-donating and electron-withdrawing Para substituents and the Arrhenius data was obtained, which determined that nitrenium ion formation proceeds with positive entropy of activation and negative heat of enthalpy. Analysis of the Hammett plot revealed an excellent a+ relationship with moderate slope that reflected the separation between the ring and the developing positive charge of the nitrenium ion.en
dc.languageenen
dc.titleAn Investigation of the Reactivity and Mutagenicity of Alkyl N-acyloxybenzohydroxamatesen
dc.typeThesis Doctoralen
dcterms.accessRightsUNE Greenen
local.contributor.firstnameGerard Phillipen
local.contributor.firstnameStephenen
dcterms.RightsStatementCopyright 1997 - Gerard Phillip Hammonden
dc.date.conferred1998en
local.thesis.degreelevelDoctoralen
local.thesis.degreenameDoctor of Philosophyen
local.contributor.grantorUniversity of New Englanden
local.profile.schoolSchool of Science and Technologyen
local.profile.emailsglover@une.edu.auen
local.output.categoryT2en
local.record.placeauen
local.record.institutionUniversity of New Englanden
local.identifier.epublicationsrecordvtls008586663en
local.access.fulltextYesen
local.contributor.lastnameHammonden
local.contributor.lastnameGloveren
dc.identifier.staffune-id:ghammonden
dc.identifier.staffune-id:sgloveren
local.profile.orcid0000-0002-9344-8669en
local.profile.roleauthoren
local.profile.rolesupervisoren
local.identifier.unepublicationidune:12371en
dc.identifier.academiclevelAcademicen
local.title.maintitleAn Investigation of the Reactivity and Mutagenicity of Alkyl N-acyloxybenzohydroxamatesen
local.output.categorydescriptionT2 Thesis - Doctorate by Researchen
local.thesis.borndigitalnoen
local.search.authorHammond, Gerard Phillipen
local.search.supervisorGlover, Stephenen
local.open.fileurlhttps://rune.une.edu.au/web/retrieve/d55d748f-8d45-48d4-bfe4-9582a78feda7en
local.open.fileurlhttps://rune.une.edu.au/web/retrieve/b05fe534-3e85-4178-b8bb-ed5af3b5150ben
local.open.fileurlhttps://rune.une.edu.au/web/retrieve/b2cf38c2-4d1c-4db5-ba6e-983a84b39c68en
local.open.fileurlhttps://rune.une.edu.au/web/retrieve/a3132291-ffea-410c-a40b-5d8d0caef76cen
local.open.fileurlhttps://rune.une.edu.au/web/retrieve/b0bd6d40-81c1-4d06-9c9b-48e5182cafe3en
local.open.fileurlhttps://rune.une.edu.au/web/retrieve/cd87d857-c6c2-4091-b48d-e68649575747en
local.uneassociationYesen
local.year.conferred1998en
local.fileurl.openhttps://rune.une.edu.au/web/retrieve/b0bd6d40-81c1-4d06-9c9b-48e5182cafe3en
local.fileurl.openhttps://rune.une.edu.au/web/retrieve/a3132291-ffea-410c-a40b-5d8d0caef76cen
local.fileurl.openhttps://rune.une.edu.au/web/retrieve/b2cf38c2-4d1c-4db5-ba6e-983a84b39c68en
local.fileurl.openhttps://rune.une.edu.au/web/retrieve/b05fe534-3e85-4178-b8bb-ed5af3b5150ben
local.fileurl.openhttps://rune.une.edu.au/web/retrieve/d55d748f-8d45-48d4-bfe4-9582a78feda7en
local.fileurl.openhttps://rune.une.edu.au/web/retrieve/cd87d857-c6c2-4091-b48d-e68649575747en
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