Synthesis of a Series of Secondary Peresters: An Investigation of Their Thermolyses and Chemiluminescence
Dixon, Brian Gilbert
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https://hdl.handle.net/2142/67258
Description
Title
Synthesis of a Series of Secondary Peresters: An Investigation of Their Thermolyses and Chemiluminescence
Author(s)
Dixon, Brian Gilbert
Issue Date
1981
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, Organic
Language
eng
Abstract
The thermolyses and chemiluminescent properties of the secondary peroxyesters 1-phenylethyl peroxyacetate, a series of ring substituted 1-phenylethyl peroxybenzoates, 1-phenylethyl-1-peroxynaphthoate, 1-phenylethyl-2-peroxyanthroate and 1-phenylethyl-9,10-dibromo-2-peroxyanthroate were investigated. Thermolysis in benzene gives acetophenone and the corresponding carboxylic acid. The study of the reaction kinetics and kinetic isotope effect indicate that the unimolecular thermolysis proceeds by homolysis of the oxygen-oxygen bond. Electronically excited states are formed in the thermolyses of these peroxyesters. These are detected by their characteristic direct chemiluminescence or by indirect chemiluminescence. In the presence of easily oxidized catalysts these peresters give excited states by the chemically initiated electron-exchange luminescence (CIEEL) path. The mechanism of these luminescent reactions was investigated.
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