Bulletin of the Chemical Society of Japan
Online ISSN : 1348-0634
Print ISSN : 0009-2673
ISSN-L : 0009-2673
Photolysis of Aromatic Oxime Benzoates
Taiichi OkadaMituyosi KawanisiHitoshi Nozaki
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1969 Volume 42 Issue 10 Pages 2981-2983

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Abstract

Irradiation of aromatic oxime benzoates, R1R2C=N–OCOPh, in benzene solution gives the corresponding azines, (R1R2C=N–)2, and ketones, R1R2C=O, along with PhCO2NH4. PhCO2H and Ph2 are also obtained in all cases. The reaction course can be explained by assuming a radical fission of excited R1R2C=N–OCOPh which gives radicals R1R2C=N· and ·OCOPh in the initial step. Sensitization experiment establishes the fact that a triplet state of the oxime benzoate is involved as a chemically reactive species.

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