Accelerated dissipation of the herbicide cycloxydim on wax films in the presence of the fungicide chlorothalonil and under the action of solar light.

Photolysis is a known dissipation pathway of pesticides on leaves just after their spraying. This pathway may be affected by the residues of other pesticides. To illustrate this idea, this study investigated the mutual effect of two pesticides (chlorothalonil and cycloxydim) under simulated solar light.

Perinaphthenone phototransformation in a model of leaf epicuticular waxes.

Perinaphthenone (1H-phenalen-1-one, PN) is a reference photosensitizer producing singlet oxygen with a quantum yield close to one in a large variety of solvents. It is also the basic structure of a class of phototoxic phytoalexins. In this work, the PN photoreactivity was studied for the first time in a paraffinic wax, used as model of leaf epicuticular waxes.

Photolysis of cycloxydim, a cyclohexanedione oxime herbicide. Detection, characterization and reactivity of the iminyl radical.

Cyclohexanedione oxime herbicides have been reported to be readily photodegraded in the environment but the reaction mechanism has never been studied in detail. Here we investigated the photolysis of cycloxydim (CD) in acetonitrile and water, solvents in which CD is present as two distinct tautomeric forms: keto form in water and enol form with an intramolecular hydrogen bond between the enolic proton and the nitrogen atom of the oxime in acetonitrile O-H···N. CD (E isomer) undergoes photoisomerization in water but not in acetonitrile.

Reactivity of cycloxydim toward singlet oxygen in solution and on wax film.

The reactivity of the herbicide cycloxydim (CD) toward singlet oxygen was studied in organic solution and on wax films to mimic the leaf surface. Experiments in solution were conducted in acetonitrile using phenalenone as a sensitizer. For the experiments in the solid state, phenalenone was included in paraffinic wax films and CD deposited at the film surface.