Photoinduced Oxidation of the Insecticide Phenothrin on Soil Surfaces

Suzuki, Yusuke; López, Andrea; Ponte, Marian; Fujisawa, Takuo; Ruzo, Luis O.; Katagi, Toshiyuki

doi:10.1021/jf202564c

Cited by 12 publications

(11 citation statements)

References 36 publications

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“…Studies on the photochemical oxidation of xenobiotic organic carbon (herbicides, insecticides and pesticides) in agricultural soils suggested that 1 O 2 generated by sunlight via the photosensitization of soil organics (and possibly of Ti-and Zn-oxides) to be the main oxidant 5 . The involvement of other reactive oxygen species (ROSs) such as superoxide (O 2 Á À ) and hydroxy ( Á OH) radical has been hypothesized as well [6][7][8][9][10][11] . OH is postulated to result indirectly from the reaction of water with humic substances in the excited triplet state or from degradation of H 2 O 2 by transition metal (Me tr ) cations such as Fe 3 þ via a photo-Fenton reaction 10 .…”

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confidence: 99%

Evidence for photochemical production of reactive oxygen species in desert soils

et al. 2015

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The combination of intense solar radiation and soil desiccation creates a short circuit in the biogeochemical carbon cycle, where soils release significant amounts of CO 2 and reactive nitrogen oxides by abiotic oxidation. Here we show that desert soils accumulate metal superoxides and peroxides at higher levels than non-desert soils. We also show the photogeneration of equimolar superoxide and hydroxyl radical in desiccated and aqueous soils, respectively, by a photo-induced electron transfer mechanism supported by their mineralogical composition. Reactivity of desert soils is further supported by the generation of hydroxyl radical via aqueous extracts in the dark. Our findings extend to desert soils the photogeneration of reactive oxygen species by certain mineral oxides and also explain previous studies on desert soil organic oxidant chemistry and microbiology. Similar processes driven by ultraviolet radiation may be operating in the surface soils on Mars.

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confidence: 99%

Evidence for photochemical production of reactive oxygen species in desert soils

et al. 2015

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“…In the photodegradation (>290 nm) of pyrethroid insecticide [ 14 C] (1R)-trans-phenothrin (I) on the soil thin-layer, significant oxidative reactions at the isobutenyl side chain proceeded, 35) as shown in Fig. 6.…”

Section: Photolysis On Soil and Plantmentioning

confidence: 99%

Theoretical and organic chemical approaches to environmental behavior and metabolism of pesticides

Katagi

2020

J. Pestic. Sci.

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Investigation of the dissipation and transformation of pesticide through laboratory experiments, conducted in accordance with standard and newly developed designs, gives us valuable information to understand their environmental behavior. We have also been investigating the mechanisms of partition and transformation reactions of pesticides, not only through kinetic analyses, but also through theoretical approaches based on their molecular properties estimated using various spectroscopies and molecular orbital calculations. Furthermore, synthetic iron porphyrin with a peroxide was shown to be a good model to simulate the P450catalyzed oxidation in the metabolism of pesticides. Through these investigations, the knowledge of surface water, soil, sediment, and plants, such as their properties and constituents, was found indispensable to a deep understanding of the mechanism in the hydrolysis, photolysis, and metabolism of pesticides.

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“…It was found that the effect of the light caused a moderate increase in the rate of degradation, with half-lives in the range 5.7 -5.9 days (dark control, 21 -24 days), which occurred principally via successive oxidation of the 2-methylprop-1-enyl group, leading to ester cleavage and finally mineralisation to form CO 2 . Using EPR/spin trapping, it was demonstrated that singlet oxygen was formed in/on the soil surface 182 184 . Cu/TEMPO systems (TEMPO = 2,2,6,6-tetramethylpiperidine-N-oxyl) are very useful catalysts for aerobic alcohol oxidations.…”

Section: Catalytic Degradation Of Environmental Pollutantsmentioning

confidence: 99%

Unpaired Electrons as Probes of Catalytic Systems

Rhodes¹

2014

Science Progress

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An overview is provided of the importance of molecular species containing unpaired electrons in catalytic systems, as revealed using ESR spectroscopy. The review aims to demonstrate the considerable extent of scientific progress that has been made in this broad topic during the past few decades. Studies of catalytically active surfaces, including zeolites, are surveyed, and the detection of radical species, formed as intermediates in their reactions, using matrix isolation and spintrapping techniques. Radical cation formation in zeolites is discussed, and the employment of muon spin rotation and relaxation techniques to study the mobility of labelled radicals in various porous and catalytic media. Among the specific types of catalytic media considered are those for photocatalysis, water splitting, degradation of environmental pollutants, hydrocarbon conversions, fuel cells and sensor devices employing graphene. The review concludes with recent developments in the study of enzymes and their reactions, using ESR-based methods.

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Photoinduced Oxidation of the Insecticide Phenothrin on Soil Surfaces

Cited by 12 publications

References 36 publications

Evidence for photochemical production of reactive oxygen species in desert soils

Evidence for photochemical production of reactive oxygen species in desert soils

Theoretical and organic chemical approaches to environmental behavior and metabolism of pesticides

Unpaired Electrons as Probes of Catalytic Systems

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