Behavior of the Chiral Herbicide Imazamox in Soils: Enantiomer Composition Differentiates between Biodegradation and Photodegradation

Imazamox is a chiral herbicide that, in laboratory experiments in the dark, exhibits pronounced enantioselective biodegradation in certain soils. Imazamox also shows rapid photodegradation. However, which processes are predominant in the field is not clear. We conducted a set of soil incubation experiments under natural sunlight (and corresponding dark controls), using enantioselective LC–MS/MS analysis as a probe to distinguish biodegradation and photodegradation. Under dark conditions, imazamox was degraded enantioselectively. In contrast, degradation was nonenantioselective and 2× faster when the soil was exposed to sunlight, suggesting that biodegradation (in the dark) and photodegradation (under sunlight) were the predominant degradation processes. We also investigated the effectiveness of strategies that were proposed to exclude photodegradation in field studies, covering of soil with sand or irrigation after herbicide application. The sand cover did not prevent photodegradation. On the contrary, de...