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dc.contributor.authorDoyle, Paul P.en_US
dc.date.accessioned2009-07-09T18:43:11Z
dc.date.available2009-07-09T18:43:11Z
dc.date.issued1979-07-09T18:43:11Z
dc.identifier.urihttp://hdl.handle.net/10464/2085
dc.description.abstract2-Carboxy-2?-methyldiphenyl sulfide was prepared by the Ullmann reaction and cyclodehydrated by sulfuric acid to afford 4-methylthioxanthone. 1-Methylthioxanthone was separated from the reaction mixture obtained upon cyclodehydration of 2-carboxy-3f-methyldiphenyl sulfide. In addition, 1-, 2-, 3- and 4-methylthioxanthone 10,10-dioxides were synthesized by oxidation of the corresponding thioxanthones. o-, m- and p-N-Tolylanthranilic acids were prepared by the Ullmann reaction and used as precursors for the preparation of 1-, 2- and 4- methyl-9-chloroacridine and finally 1-, 2-, 3- and 4-methylacridone. High resolution, 60 MHz PMR spectra were obtained on the four monomethyl isomers of xanthone, thioxanthone, thioxanthone 10,10-dioxide and acridone, and on 1-, 2- and 4-methyl-9-chloroacridine. For some compounds, coupling of all three different aromatic protons to the methyl was observed, two of the couplings typically being smaller than the third. With the large (ortho) coupling being on the order of 0.5 to 1.0 Hz, it was necessary to decouple the aromatic part of the spectrum. The magnitude of the ortho benzylic constant may be related to an incomplete Tr-bond delocalization in the molecules.en_US
dc.language.isoengen_US
dc.publisherBrock Universityen_US
dc.subjectHeterocyclic compounds--Spectra.en_US
dc.subjectMethyl groups--Spectra.en_US
dc.subjectSpectrum analysis.en_US
dc.subjectOrganic compounds--Synthesis.en_US
dc.titleSynthesis and spectral studies of methyl heterocylic systemsen_US
dc.typeElectronic Thesis or Dissertationen_US
dc.degree.nameM.Sc. Chemistryen_US
dc.degree.levelMastersen_US
dc.contributor.departmentDepartment of Chemistryen_US
dc.degree.disciplineFaculty of Mathematics and Scienceen_US


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