The effect of ring size on the thermal rearrangements of bicyclo[n.1.0] alka-1, n-dienes

dc.contributor.advisorBillings, W. E.en_US
dc.creatorBaker, Brian Austinen_US
dc.date.accessioned2018-12-18T21:22:18Zen_US
dc.date.available2018-12-18T21:22:18Zen_US
dc.date.issued1974en_US
dc.description.abstractThe ring expansion synthesis of cycloundacene from cyclooctene Is described» Addition of dlbromocarbene, elimination/rearrangement by n-BuLl to an aliene, and Na/NH reduction results In the formation of the next larger cycloolefin. The synthesis and rearrangements of the title compounds n-7-1 are discussed. Compound 7 rearranges exclusively to 3-methylene-1,4-cyclononadiene. Compounds 9 & 1 rearrange to 4-methylenebicyolo. Compound 8 rearranges to a 1-2 mixture of 3-methylene-l-4-cyclodecadiene and 4-methylenebicyclo deca-2-ene respectively. This is the slowest material to rearrange requiring sixteen hours at xylene reflux whereas the others rearrange within several hours in toluene reflux.en_US
dc.format.digitalOriginreformatted digitalen_US
dc.format.extent57 ppen_US
dc.identifier.callnoThesis Chem. 1974 Bakeren_US
dc.identifier.citationBaker, Brian Austin. "The effect of ring size on the thermal rearrangements of bicyclo[n.1.0] alka-1, n-dienes." (1974) Master’s Thesis, Rice University. <a href="https://hdl.handle.net/1911/104394">https://hdl.handle.net/1911/104394</a>.en_US
dc.identifier.digitalRICE2029en_US
dc.identifier.urihttps://hdl.handle.net/1911/104394en_US
dc.language.isoengen_US
dc.rightsCopyright is held by the author, unless otherwise indicated. Permission to reuse, publish, or reproduce the work beyond the bounds of fair use or other exemptions to copyright law must be obtained from the copyright holder.en_US
dc.titleThe effect of ring size on the thermal rearrangements of bicyclo[n.1.0] alka-1, n-dienesen_US
dc.typeThesisen_US
dc.type.materialTexten_US
thesis.degree.departmentChemistryen_US
thesis.degree.disciplineNatural Sciencesen_US
thesis.degree.grantorRice Universityen_US
thesis.degree.levelMastersen_US
thesis.degree.nameMaster of Artsen_US
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