Co-Authors:
Acher, A.J., Division of Soil Residues Chemistry, Institute of Soils and Water, Volcani Center, Bet Dagan, Israel
Dunkelblum, E., Division of Organic Agricultural Chemistry, Institute of Plant Protection, Volcani Center, Bet Dagan, Israel
Abstract:
The dye sensitized photolysis of aerated aqueous solutions of bromacil (5-bromo-3-sec-butyl-6-methyluracil) exposed to solar irradiation has been investigated. The major product, formed in 83% yield, has been isolated and identified as a mixture of diastereoisomers of 3-sec-butyl-5-acetyl-5-hydroxyhydantoin. The techniques used were a combination of gas chromatography-mass spectrometry, proton and carbon-13 nuclear magnetic resonance, and infrared spectroscopy. In addition, silylation, reduction, and oxidation of the photooxidation product were carried out for further confirmation of the proposed structure. © 1979 American Chemical Society.