THERMAL AND PHOTOSENSITIZED DECOMPOSITION OF DIMERIC VALEROPHENONE PEROXIDE FORMED BY OZONATION OF VALEROPHENONE OXIME ETHER

Autor:	Teruo Matsuura, Mitsuo Konishi, Yoshikatsu Ito
Rok vydání:	1979
Předmět:	Valerophenone Thermal decomposition Ether General Medicine Photochemistry Oxime Biochemistry Peroxide chemistry.chemical_compound chemistry Yield (chemistry) Physical and Theoretical Chemistry Benzene Acetophenone
Zdroj:	Photochemistry and Photobiology. 30:53-57
ISSN:	1751-1097 0031-8655
DOI:	10.1111/j.1751-1097.1979.tb07114.x
Popis:	— Ozonation of valerophenone oxime o-methyl ether (4) produced a stereoisomeric mixture of crystalline dimeric valerophenone peroxides, 5a and 5b. N-n-butyl-N-methoxybenzamide (6) and N-methoxy-N-phenylvaleramide (7) along with valerophenone (1). Thermolysis of the higher melting peroxide 5a at 170–180°C, where a chemiluminescence was visible from added perylene. gave 1 and butyl benzoate (8) in addition to small amounts of the Norrish Type 11 products of 1. i.e. acetophenone (2) and cis- and trans- 2-methyl-1-phenylcyclobutanols. Biacetyl-sensitized photolysis of 5a in benzene yielded 2 in much higher yield in addition to 1, 8, and biphenyl. These results suggest that the triplet excited state of 1 is formed by the decomposition of 1 in low yield in thermolysis and in much higher yield in sensitized photolysis. although some of the Type II products may not arise from the triplet valerophenone.
Databáze:	OpenAIRE
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