Synthesis of a Series of Secondary Peresters: An Investigation of Their Thermolyses and Chemiluminescence

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.

Name thesis:degree_name

Ph.D.

Level thesis:degree_level

Dissertation

Discipline thesis:degree_discipline

Chemistry

Grantor

University of Illinois at Urbana-Champaign

Year dc:date

2014

Author dc:creator

• Dixon, Brian Gilbert

• Chemistry, Organic

Language dc:language

eng

Identifier

(UMI)AAI8114411

OAI identifier oai:identifier

oai:www.ideals.illinois.edu:2142/67258