Record Details

Synthesis of some bicyclo[6.1.0] - nonane derivatives

ScholarsArchive at Oregon State University

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Title Synthesis of some bicyclo[6.1.0] - nonane derivatives
Names Wall, Robert Gene (creator)
Marvell, Elliot N. (advisor)
Date Issued 1963-05-29 (iso8601)
Note Graduation date: 1964
Abstract Bicyclo [6.1.0] non-4-ene was prepared by two routes; (1) reaction
of cis-cis-1, 5-cycloöctadiene with methylene iodide and zinc-copper
couple, (2) sodium-methanol reduction of 9, 9-dibromobicyclo-[6.1.0] non-4-ene. The bicyclononene was characterized by its infrared
spectrum, nuclear magnetic resonance spectrum and common
physical properties. The olefin was hydrogenated to bicyclo [6.1.0] - nonane.
9, 9- Dibromobicyclo [6.1.0] non-4-ene was prepared by dibromocarbene
addition to 1, 5-cycloöctadiene. Structure proof was provided
by the analytical results, infrared spectrum, nuclear magnetic
resonance spectrum and the conversion to bicyclo [6.1.0] non-4-ene.
The acetolysis of bicyclo [6.1.0] non-4-ene was carried out
and the products analyzed by vapor phase chromatography. At
least eight major products were indicated.
Genre Thesis/Dissertation
Topic Bicyclic compounds
Identifier http://hdl.handle.net/1957/48763

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