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This article in JEQ

  1. Vol. 9 No. 2, p. 190-194
     
    Received: Mar 7, 1979
    Published: Apr, 1980


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doi:10.2134/jeq1980.00472425000900020005x

Dye-Sensitized Photooxidation of Bromacil in Water1

  1. A. J. Acher and
  2. Sarina Saltzman2

Abstract

Abstract

Irradiation of an aerated bromacil (3-sec-butyl-5-bromo-6-methyluracil) aqueous solution (250 ppm), by exposure to direct solar radiation in the presence of different dye-sensitizers and an appropriate pH, led to complete and fast photodecomposition of the title compound. The photoreaction mixture spotted on TLC showed one major intermediate, 3-sec-butyl-2-acetyl-2-hydroxy-hydantoin. GLC showed another, minor, intermediate, the 5,5′-dimer photo-product of 3-sec-butyl-6-methyluracil. The most effective dye sensitizers checked were riboflavin (10 ppm) and methylene blue (2 to 5 ppm). Less effective were rose bengal (5 ppm), humic acids (20 ppm), and chlorophyll (20 ppm). The rate of reaction was pH dependent, being faster at alkaline pH and almost negligible in acidic solutions. Under optimal experimental conditions the photooxidation was completed after about 1 hour, and further irradiation resulted in the decomposition of the intermediate products and the formation of unidentified polar products.

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