Chemistry ETDs

Publication Date



Mackay had found that prolonged ultraviolet irradiation of solutions of 2,5-diphenyloxazole (PPO) (1) in toluene resulted in the formation of an insoluble crystalline product 2 which accumulated above the meniscus; the formation of 2 was dependent upon the presence of dissolved oxygen and water in the solutions. The Compound 2 was not a simple degradation product of PPO (1); elemental analysis was compatible with the empirical formula C22H17O5N and the thermal decomposition of 2 gave equal molar amounts of carbon monoxide, benzoic acid, and dibenzamide. The study described in this dissertation was initiated to establish the structure of 2 and to determine the mechanism by which it formed.

Document Type


Degree Name


Level of Degree


Department Name

Department of Chemistry and Chemical Biology

First Committee Member (Chair)

Guido H. Daub

Second Committee Member

F. Newton Hayes

Third Committee Member

Milton Kahn

Fourth Committee Member

Nicholas E. [Unknown]

Fifth Committee Member

Eleftherios Paul Papadopoulos