The Reaction of Methamphetamine with Nitrous Acid Gas

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dc.contributor.advisor Miskelly, G en
dc.contributor.advisor Rindelaub, J en
dc.contributor.author Bartlett-Wright, Michaela en
dc.date.accessioned 2020-08-19T02:40:00Z en
dc.date.issued 2020 en
dc.identifier.uri http://hdl.handle.net/2292/52707 en
dc.description Full Text is available to authenticated members of The University of Auckland only. en
dc.description.abstract Surface contamination of methamphetamine in dwellings arising from illegal manufacture and heavy abuse are a public health concern in New Zealand. Despite methamphetamine-associated health concerns, the fate of methamphetamine indoors is largely unknown. Research on nicotine reactions with ambient nitrous acid on indoor surfaces has shown that persistent carcinogenic tobacco-specific nitrosamines form, providing a source of potential health hazards in nicotine contaminated dwellings through dermal, ingestion and inhalation routes of exposure. This study aimed to address the fate of methamphetamine indoors when exposed to nitrous acid. More specifically, the aim was to establish if methamphetamine can undergo a similar surface-mediated substitution reaction in the presence of gas phase HONO within a simulated indoor environment to produce “Nnitrosomethamphetamine”. If this methamphetamine nitrosamine forms, it is a potential human carcinogen and mutagen. The surrogate isopropylbenzylamine was first used to optimise the reaction conditions required for methamphetamine to undergo nitrosation by HONO gas. The synthesis of nitrosomethamphetamine (NMA) and nitroso-isopropylbenzylamine (nitroso-IPBA) were achieved in an acidified sodium nitrite solution, providing suitable GC chromatographic and MS spectral reference data for surface nitrosation reactions by airborne HONO. A limit of detection and limit of quantification for nitrosomethamphetamine were determined for GC-MS at NMA concentrations of 0.01 μg mL-1 and 0.11 μg mL-1, respectively. The exposure of methamphetamine and the surrogate isopropylbenzylamine to gaseous HONO (3.76 ppmv ± 9%) under laboratory conditions produced their respective nitrosamines. Using different HONO exposure times of 0 min to 150 min, the yield of NMA recovered from the glass substrate ranged from 12.4 ± 1% to 20.8 ± 2%. The reaction for NMA had a second-order rate constant of 1.39 x 10-18 ± 2% cm3 mol-1 sec-1 and a significant fitted rate constant of 1.46 x 10-2 min-1. Further research is required to identify if this nitrosation reaction takes place in actual indoor settings contaminated with methamphetamine and to establish the health impacts of nitrosomethamphetamine exposure in such contaminated dwellings. en
dc.publisher ResearchSpace@Auckland en
dc.relation.ispartof Masters Thesis - University of Auckland en
dc.relation.isreferencedby UoA99265318612302091 en
dc.rights Items in ResearchSpace are protected by copyright, with all rights reserved, unless otherwise indicated. Previously published items are made available in accordance with the copyright policy of the publisher. en
dc.rights Restricted Item. Full Text is available to authenticated members of The University of Auckland only. en
dc.rights.uri https://researchspace.auckland.ac.nz/docs/uoa-docs/rights.htm en
dc.rights.uri http://creativecommons.org/licenses/by-nc-sa/3.0/nz/ en
dc.title The Reaction of Methamphetamine with Nitrous Acid Gas en
dc.type Thesis en
thesis.degree.discipline Forensic Science en
thesis.degree.grantor The University of Auckland en
thesis.degree.level Masters en
dc.rights.holder Copyright: The author en
pubs.elements-id 810560 en
pubs.record-created-at-source-date 2020-08-19 en


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