Phototransformation of the fungicide tebuconazole, and its predicted fate in sunlit surface freshwaters

Chemosphere. 2022 Sep;303(Pt 2):134895. doi: 10.1016/j.chemosphere.2022.134895. Epub 2022 May 11.

Abstract

The fungicide tebuconazole (TBCZ) is expected to undergo negligible direct photolysis in surface freshwaters, but it can be degraded by indirect photochemistry. TBCZ mainly reacts with hydroxyl radicals and, to a lesser extent, with the triplet states of chromophoric dissolved organic matter (3CDOM*). Indirect photochemistry is strongly affected by environmental conditions, and TBCZ lifetimes of about one week are expected in sunlit surface waters under favourable circumstances (shallow waters with low concentrations of dissolved organic carbon, DOC, during summer). In these cases, the time trend would follow pseudo-first order kinetics (mono-exponential decay). Under less favourable conditions, photoinduced degradation would span over a few or several months, and TBCZ phototransformation would depart from an exponential trend because of seasonally changing sunlight irradiance. The TBCZ phototransformation products should be less toxic than their parent compound,thus photodegradation has potential to decrease the environmental impact of TBCZ. Hydroxylation is a major TBCZ transformation route, due to either OH attack, or one-electron oxidation sensitised by 3CDOM*, followed by reaction of the oxidised transient with oxygen and water.

Keywords: Direct photolysis; Dissolved organic matter; Surface-water photochemistry; Tebuconazole; Transformation pathways.

MeSH terms

  • Fresh Water / chemistry
  • Fungicides, Industrial*
  • Kinetics
  • Photochemical Processes
  • Photolysis
  • Sunlight
  • Triazoles
  • Water Pollutants, Chemical* / analysis

Substances

  • Fungicides, Industrial
  • Triazoles
  • Water Pollutants, Chemical
  • tebuconazole