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TitleA model route to a brominated hydroxy[2,3-c]pyran- a potential precursor to extended quinones
AuthorMei, Mawonga N.
SubjectQuinone -- Synthesis.
SubjectNaphthalene.
SubjectNapthopyran.
SubjectBrominated compounds.
SubjectHydroxy compounds.
SubjectDissertations, Academic.
SubjectQuinones
SubjectMTech
SubjectTheses, dissertations, etc.
Date2013-12-10T06:47:03Z
Date2016-01-26T09:05:49Z
Date2013-12-10T06:47:03Z
Date2016-01-26T09:05:49Z
Date2008
TypeThesis
AbstractA thesis submitted in fulfilment of the requirements for the degree Magister Technologiae (Chemistry) in the Faculty of Applied Sciences, Department of Chemistry, Cape Peninsula University of Technology, 2008
AbstractGreen et al. attempted to synthesize linear naphthopyranquinones from a naphthyl dioxolane using a TiCl4 as a catalyst. They managed to synthesise an angular naphthopyran as well as a linear naphthopyran in low yield. They showed that reducing the steric strain at position 1 of the naphthyl dioxolane afforded a low percentage yield of the linear naphthopyran plus an angular one. This thesis describes the synthesis of linear naphthopyrans with an improved percentage yield using TiCl4 as a catalyst. This was achieved by placing a OMe group of less steric hinderance at position 1 and a Br atom at position 4 of a naphthyl dioxolane. The OMe group at position 1 was to allow isomerisation to occur at position 2, and the Br atom was to inhibit isomerisation at position 4, thereby inhibiting the formation of the angular naphthopyran.
PublisherCape Peninsula University of Technology
Identifierhttp://hdl.handle.net/20.500.11838/749