{"id":{"repo_id":"uiuc","oai_identifier":"oai:www.ideals.illinois.edu:2142/70187"},"canonical_url":"https://search.dev.ndltd.org/etd/uiuc/oai:www.ideals.illinois.edu:2142/70187","repository":{"repo_id":"uiuc","name":"University of Illinois - Urbana-Champaign","base_url":"https://www.ideals.illinois.edu/oai-pmh"},"display":{"title":"Preparation and Chemiluminescence of Cyclopropyl-Substituted Malonyl Peroxides","abstract":"4-Spiro{(2'-spirocyclopropyl)-cyclohexyl}-1,2-dioxolane-3,5-dione (2) and 4-cyclopropyl-4-methyl-1,2-dioxolane-3,5-dione (1) are prepared by the reaction of dicyclohexylcarbodiimide and hydrogen peroxide with the parent malonic acids. Chemiluminescence is observed when the cyclopropyl-substituted malonyl peroxides, 1 and 2, are heated in the presence of added aromatic fluorescers. The chemiluminescence is explained by the activated CIEEL mechanism with the aromatic fluorescer and malonyl peroxide. A cyclopropylcarbinyl-allylcarbinyl radical rearrangement is proposed to be involved in the chemiluminescence mechanism.","abstract_html":"4-Spiro{(2'-spirocyclopropyl)-cyclohexyl}-1,2-dioxolane-3,5-dione (2) and 4-cyclopropyl-4-methyl-1,2-dioxolane-3,5-dione (1) are prepared by the reaction of dicyclohexylcarbodiimide and hydrogen peroxide with the parent malonic acids. Chemiluminescence is observed when the cyclopropyl-substituted malonyl peroxides, 1 and 2, are heated in the presence of added aromatic fluorescers. The chemiluminescence is explained by the activated CIEEL mechanism with the aromatic fluorescer and malonyl peroxide. A cyclopropylcarbinyl-allylcarbinyl radical rearrangement is proposed to be involved in the chemiluminescence mechanism.","abstract_has_math":false,"creators":["Darmon, Michael John"],"institution":"University of Illinois at Urbana-Champaign","degree_name":"Ph.D.","degree_level":"Dissertation","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":1982,"date_issued":"1982","date_published":"1982","updated_at":"2026-07-22T22:26:02Z","subjects":["Chemistry, Organic"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[{"key":"dc:identifier","label":"Identifier","values":["(UMI)AAI8218452"],"render_values":[{"text":"(UMI)AAI8218452","href":null,"code":true}]}]},"links":{"outbound_url":"http://hdl.handle.net/2142/70187","outbound_label":"Handle","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["Darmon, Michael John"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date","label":"Dc Date","values":["1982","2014-12-15T23:17:39Z","10000-01-01"]},{"key":"dc:type","label":"Dc Type","values":["text"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Dissertation"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Ph.D."]},{"key":"thesis:institution_name","label":"Thesis Institution Name","values":["University of Illinois at Urbana-Champaign"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Chemistry, Organic"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["http://hdl.handle.net/2142/70187","(UMI)AAI8218452"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description","label":"Description","values":["4-Spiro{(2'-spirocyclopropyl)-cyclohexyl}-1,2-dioxolane-3,5-dione (2) and 4-cyclopropyl-4-methyl-1,2-dioxolane-3,5-dione (1) are prepared by the reaction of dicyclohexylcarbodiimide and hydrogen peroxide with the parent malonic acids. Chemiluminescence is observed when the cyclopropyl-substituted malonyl peroxides, 1 and 2, are heated in the presence of added aromatic fluorescers. The chemiluminescence is explained by the activated CIEEL mechanism with the aromatic fluorescer and malonyl peroxide. A cyclopropylcarbinyl-allylcarbinyl radical rearrangement is proposed to be involved in the chemiluminescence mechanism.","Made available in DSpace on 2014-12-15T23:17:39Z (GMT). No. of bitstreams: 1 8218452.pdf: 3347696 bytes, checksum: e0e705d9046be50cbe00c5cadca1c435 (MD5) Previous issue date: 1982","Embargo set by: Seth Robbins for item 70353 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","U of I Only","126 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1982."]},{"key":"dc:title","label":"Title","values":["Preparation and Chemiluminescence of Cyclopropyl-Substituted Malonyl Peroxides"]}]}],"canonical_facts":{"dc:creator":["Darmon, Michael John"],"dc:date":["1982","2014-12-15T23:17:39Z","10000-01-01"],"dc:description":["4-Spiro{(2'-spirocyclopropyl)-cyclohexyl}-1,2-dioxolane-3,5-dione (2) and 4-cyclopropyl-4-methyl-1,2-dioxolane-3,5-dione (1) are prepared by the reaction of dicyclohexylcarbodiimide and hydrogen peroxide with the parent malonic acids. Chemiluminescence is observed when the cyclopropyl-substituted malonyl peroxides, 1 and 2, are heated in the presence of added aromatic fluorescers. The chemiluminescence is explained by the activated CIEEL mechanism with the aromatic fluorescer and malonyl peroxide. A cyclopropylcarbinyl-allylcarbinyl radical rearrangement is proposed to be involved in the chemiluminescence mechanism.","Made available in DSpace on 2014-12-15T23:17:39Z (GMT). No. of bitstreams: 1 8218452.pdf: 3347696 bytes, checksum: e0e705d9046be50cbe00c5cadca1c435 (MD5) Previous issue date: 1982","Embargo set by: Seth Robbins for item 70353 Lift date: Forever Reason: Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","Restricted to the U of I community idenfinitely during batch ingest of legacy ETDs","U of I Only","126 p.","Thesis (Ph.D.)--University of Illinois at Urbana-Champaign, 1982."],"dc:identifier":["http://hdl.handle.net/2142/70187","(UMI)AAI8218452"],"dc:subject":["Chemistry, Organic"],"dc:title":["Preparation and Chemiluminescence of Cyclopropyl-Substituted Malonyl Peroxides"],"dc:type":["text"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Dissertation"],"thesis:degree_name":["Ph.D."],"thesis:institution_name":["University of Illinois at Urbana-Champaign"]},"updated_at":"2026-07-22T22:26:02Z"}