High-performance liquid chromatographic mass spectrometric identification of the photoproducts of cymoxanil

Biomed Chromatogr. 2005 Sep;19(7):506-12. doi: 10.1002/bmc.471.

Abstract

The photochemical degradation of the fungicide cymoxanil {2-cyano-N-[(ethylamino)carbonyl]-2-(methoxyimino) acetamide} was studied in aqueous buffer solution (pH 5.9+/- 0.1) under UV light and in laboratory conditions. The degradation followed a pseudo- first-order kinetic with significant correlation coefficient. The main photoproducts were separated and tentatively identified by HPLC/UV and HPLC/MS data, as 3-ethyl-4-(methoxyamino)-2,5-dioxo-4-imidazolidinecarbonitrile, 1-ethyl-5-(methoxyimino)-2,4-imidazolidin-2,4-dione, ethylimidazolidinetrione and {[(ethylamino)carbonyl]-amino}oxoacetic acid. A photolysis pathway of cymoxanil is proposed.

MeSH terms

  • Acetamides / chemistry*
  • Acetamides / isolation & purification
  • Acetamides / radiation effects
  • Chromatography, High Pressure Liquid / methods*
  • Fungicides, Industrial / chemistry
  • Fungicides, Industrial / radiation effects
  • Kinetics
  • Mass Spectrometry / methods*
  • Photolysis
  • Sensitivity and Specificity
  • Spectrophotometry, Ultraviolet

Substances

  • Acetamides
  • Fungicides, Industrial
  • 2-cyano-N-((ethylamino)carbonyl)-2-(methoxyimino)acetamide