A. Mamouni, P. Schmitt, M. Mansour
1992
Citations
0
Influential Citations
13
Citations
Journal
Pesticide Science
Abstract
Photolysis of isoxaben [N-[3-(1-ethyl-1-methylpropyl)isoxazol-5-yl]-2,6-dimethoxybenzamide] in dilute aqueous solutions, adsorbed on silica gel plates, has been investigated under natural and simulated solar light conditions. Eight photoproducts were isolated and identified by spectroscopic methods. Photo-decomposition with sunlight led to the formation of three isomers, dimethoxy-benzonitrile and dimethoxybenzamide as major photoproducts. The rearrangement has been shown to proceed in two photochemical steps by way of an azirine and a non-identified photoproduct as stable intermediates. The azirine rearranges almost quantitatively to an oxazole and rearranges back to the starting isoxaben.