{"id":{"repo_id":"vt","oai_identifier":"oai:vtechworks.lib.vt.edu:10919/104482"},"canonical_url":"https://search.dev.ndltd.org/etd/vt/oai:vtechworks.lib.vt.edu:10919/104482","repository":{"repo_id":"vt","name":"Virginia Tech","base_url":"https://vtechworks.lib.vt.edu/oai/request"},"display":{"title":"An investigation of the oxidative cleavage of the double bond","abstract":"The following investigation was undertaken to find a method for the oxidative cleavage of the double bond, using oleic acid. The primary purpose of this investigation was to find a cheap method of splitting the double bond in oleic acid and obtaining the saturated fatty acids formed therefrom. The procedure used in the attempt to accomplish these results was the auto-oxidation of the oleic acid. This was carried out with and without a catalyst, and also, in the presence of a chemical oxidizing agent. The results from the runs, with and without a catalyst, were poor in that no split of the double bond took place, but in most cases more favorable results were obtained in the presence of catalysts. The results were positive in the one case in which the chemical oxidizing agent was used with the catalyst. This run gave a split of the double bond and warrants further investigation. 1. No split of the double linkage in oleic acid was obtained from its autoxidation over a period of four hundred twenty-five hours, with or without a catalyst. 2. The ozonide of oleic acid was not formed, although the presence of peroxide oxygen was detected. 3. Iron oxide (Fe₃O₄) was a positive autoxidation catalyst, whereas, vanadium pentoxide was a negative catalyst. 4. Cleavage of the double linkage was obtained when concentrated nitric acid was used as the oxidizing agent in presence of vanadium pentoxide as the catalyst. The split was very slight, as only 0.4 gram of suberic acid was isolated from 89.5 grams of oleic acid.","abstract_html":"The following investigation was undertaken to find a method for the oxidative cleavage of the double bond, using oleic acid. The primary purpose of this investigation was to find a cheap method of splitting the double bond in oleic acid and obtaining the saturated fatty acids formed therefrom. The procedure used in the attempt to accomplish these results was the auto-oxidation of the oleic acid. This was carried out with and without a catalyst, and also, in the presence of a chemical oxidizing agent. The results from the runs, with and without a catalyst, were poor in that no split of the double bond took place, but in most cases more favorable results were obtained in the presence of catalysts. The results were positive in the one case in which the chemical oxidizing agent was used with the catalyst. This run gave a split of the double bond and warrants further investigation. 1. No split of the double linkage in oleic acid was obtained from its autoxidation over a period of four hundred twenty-five hours, with or without a catalyst. 2. The ozonide of oleic acid was not formed, although the presence of peroxide oxygen was detected. 3. Iron oxide (Fe₃O₄) was a positive autoxidation catalyst, whereas, vanadium pentoxide was a negative catalyst. 4. Cleavage of the double linkage was obtained when concentrated nitric acid was used as the oxidizing agent in presence of vanadium pentoxide as the catalyst. The split was very slight, as only 0.4 gram of suberic acid was isolated from 89.5 grams of oleic acid.","abstract_has_math":false,"creators":["Hargis, Oscar Lee"],"institution":"Virginia Agricultural and Mechanical College and Polytechnic Institute","degree_name":"M.S.","degree_level":"masters","degree_discipline":"Chemistry","degree_department":"Chemistry","school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":1941,"date_issued":"1941","date_published":"1941","updated_at":"2026-07-22T22:20:34Z","subjects":[],"languages":["en"],"rights":["In Copyright"],"rights_urls":["http://rightsstatements.org/vocab/InC/1.0/"],"identifier_entries":[]},"links":{"outbound_url":"http://hdl.handle.net/10919/104482","outbound_label":"Handle","outbound_source":"dc:identifier.uri"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor.department","label":"Department","values":["Chemistry"]},{"key":"dc:creator","label":"Author","values":["Hargis, Oscar Lee"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.accessioned","label":"Dc Date Accessioned","values":["2021-08-02T18:38:50Z"]},{"key":"dc:date.available","label":"Dc Date Available","values":["2021-08-02T18:38:50Z"]},{"key":"dc:date.issued","label":"Date","values":["1941"]},{"key":"dc:publisher","label":"Institution","values":["Virginia Agricultural and Mechanical College and Polytechnic Institute"]},{"key":"dc:type","label":"Dc Type","values":["Thesis"]},{"key":"dc:type.dcmitype","label":"Dc Type Dcmitype","values":["Text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["masters"]},{"key":"thesis:degree_name","label":"Degree Name","values":["M.S."]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["Virginia Agricultural and Mechanical College and Polytechnic Institute"]}]},{"id":"language_rights","label":"Language and Rights","entries":[{"key":"dc:language.iso","label":"Language (ISO)","values":["en"]},{"key":"dc:rights","label":"Dc Rights","values":["In Copyright"]},{"key":"dc:rights.uri","label":"Rights URI","values":["http://rightsstatements.org/vocab/InC/1.0/"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier.uri","label":"Identifier URI","values":["http://hdl.handle.net/10919/104482"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["The following investigation was undertaken to find a method for the oxidative cleavage of the double bond, using oleic acid. The primary purpose of this investigation was to find a cheap method of splitting the double bond in oleic acid and obtaining the saturated fatty acids formed therefrom. The procedure used in the attempt to accomplish these results was the auto-oxidation of the oleic acid. This was carried out with and without a catalyst, and also, in the presence of a chemical oxidizing agent. The results from the runs, with and without a catalyst, were poor in that no split of the double bond took place, but in most cases more favorable results were obtained in the presence of catalysts. The results were positive in the one case in which the chemical oxidizing agent was used with the catalyst. This run gave a split of the double bond and warrants further investigation. 1. No split of the double linkage in oleic acid was obtained from its autoxidation over a period of four hundred twenty-five hours, with or without a catalyst. 2. The ozonide of oleic acid was not formed, although the presence of peroxide oxygen was detected. 3. Iron oxide (Fe₃O₄) was a positive autoxidation catalyst, whereas, vanadium pentoxide was a negative catalyst. 4. Cleavage of the double linkage was obtained when concentrated nitric acid was used as the oxidizing agent in presence of vanadium pentoxide as the catalyst. The split was very slight, as only 0.4 gram of suberic acid was isolated from 89.5 grams of oleic acid."]},{"key":"dc:description.degree","label":"Dc Description Degree","values":["M.S."]},{"key":"dc:format.mimetype","label":"Dc Format Mimetype","values":["application/pdf"]},{"key":"dc:title","label":"Title","values":["An investigation of the oxidative cleavage of the double bond"]}]}],"canonical_facts":{"dc:contributor.department":["Chemistry"],"dc:creator":["Hargis, Oscar Lee"],"dc:date.accessioned":["2021-08-02T18:38:50Z"],"dc:date.available":["2021-08-02T18:38:50Z"],"dc:date.issued":["1941"],"dc:description.abstract":["The following investigation was undertaken to find a method for the oxidative cleavage of the double bond, using oleic acid. The primary purpose of this investigation was to find a cheap method of splitting the double bond in oleic acid and obtaining the saturated fatty acids formed therefrom. The procedure used in the attempt to accomplish these results was the auto-oxidation of the oleic acid. This was carried out with and without a catalyst, and also, in the presence of a chemical oxidizing agent. The results from the runs, with and without a catalyst, were poor in that no split of the double bond took place, but in most cases more favorable results were obtained in the presence of catalysts. The results were positive in the one case in which the chemical oxidizing agent was used with the catalyst. This run gave a split of the double bond and warrants further investigation. 1. No split of the double linkage in oleic acid was obtained from its autoxidation over a period of four hundred twenty-five hours, with or without a catalyst. 2. The ozonide of oleic acid was not formed, although the presence of peroxide oxygen was detected. 3. Iron oxide (Fe₃O₄) was a positive autoxidation catalyst, whereas, vanadium pentoxide was a negative catalyst. 4. Cleavage of the double linkage was obtained when concentrated nitric acid was used as the oxidizing agent in presence of vanadium pentoxide as the catalyst. The split was very slight, as only 0.4 gram of suberic acid was isolated from 89.5 grams of oleic acid."],"dc:description.degree":["M.S."],"dc:format.mimetype":["application/pdf"],"dc:identifier.uri":["http://hdl.handle.net/10919/104482"],"dc:language.iso":["en"],"dc:publisher":["Virginia Agricultural and Mechanical College and Polytechnic Institute"],"dc:rights":["In Copyright"],"dc:rights.uri":["http://rightsstatements.org/vocab/InC/1.0/"],"dc:title":["An investigation of the oxidative cleavage of the double bond"],"dc:type":["Thesis"],"dc:type.dcmitype":["Text"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["masters"],"thesis:degree_name":["M.S."],"thesis:institution_name":["Virginia Agricultural and Mechanical College and Polytechnic Institute"]},"updated_at":"2026-07-22T22:20:34Z"}