Aqueous solubilities, photolysis rates and partition coefficients of benzoylphenylurea insecticides

Marsella, Adam M.; Jaskolka, Michael S.; Mabury, Scott A.

doi:10.1002/1526-4998(200009)56:9<789::aid-ps209>3.0.co;2-l

Cited by 27 publications

(16 citation statements)

References 15 publications

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“…hN -[((4-chlorophenyl)amino)carbonyl] -2, 6 -difluorobenDore et al [130] studied the aqueous photodegradation zamidej in river water buffered to pH 9.0 was studied of isoproturon h3-(4-isopropylphenyl)-1,1-dimethylureaj [170]. Hexaflumuron was the most rapidly degraded, with by 254 nm and polychromatic light, and found N-(4-a half-life of 8.6 and 5.0 h at pH 7 and 9, respectively.…”

Section: The Metalaxyl Hmethyl N-(2-methoxyacetyl)-n-(26-mentioning

confidence: 99%

Reaction pathways and mechanisms of photodegradation of pesticides

Burrows

Santaballa

Steenken

2002

Journal of Photochemistry and Photobiology B: Biology

568

286

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The photodegradation of pesticides is reviewed, with particular reference to the studies that describe the mechanisms of the processes involved, the nature of reactive intermediates and final products. Potential use of photochemical processes in advanced oxidation methods for water treatment is also discussed. Processes considered include direct photolysis leading to homolysis or heterolysis of the pesticide, photosensitized photodegradation by singlet oxygen and a variety of metal complexes, photolysis in heterogeneous media and degradation by reaction with intermediates generated by photolytic or radiolytic means.

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Section: The Metalaxyl Hmethyl N-(2-methoxyacetyl)-n-(26-mentioning

confidence: 99%

Reaction pathways and mechanisms of photodegradation of pesticides

Burrows

Santaballa

Steenken

2002

Journal of Photochemistry and Photobiology B: Biology

568

286

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“…The environmental behavior and fate of hexaflumuron is important due to the potential risks and harm for the environment and human health. In previous works, the degradation of other benzoylphenylurea insecticides, including diflubenzuron, bistrifluron and chlorbenzuron, have been reported . However, no work on the influence of factors such as nitrate iron and humic substances on the photolysis of hexaflumuron has yet been reported.…”

Section: Introductionmentioning

confidence: 99%

Study of the Photodegradation Kinetics and Pathways of Hexaflumuron in Liquid Media

Yin

Liu

et al. 2014

Photochem & Photobiology

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Hexaflumuron, one of the benzoylphenylurea insect growth regulators, can be leached into surface water and thus having a potential impact on aquatic organisms. In this study, the photodegradation processes of hexaflumuron under high-pressure mercury lamp irradiation were assessed. The photodegradation kinetics were studied, as were the effects of pH, different light sources, organic solvents and environmental substances, including nitrate ions (NO3(-)), nitrite ions (NO2(-)), ferrous ions (Fe(2+)), ferric ions (Fe(3+)), humic acid, sodium dodecyl sulfate (SDS) and hydrogen peroxide (H2O2). Three photodegradation products in methanol were identified by gas chromatography-mass spectrometry (GC-MS). In general, the degradation of hexaflumuron followed first-order kinetics. In the four media studied, the photodegradation rate order was n-hexane > methanol > ultrapure water > acetone. Faster degradation was observed under high-pressure mercury lamp irradiation than under xenon lamp irradiation. The pH had a considerable effect, with the most rapid degradation occurring at pH 5.0. The photodegradation rate of hexaflumuron was promoted in the presence of NO3(-), NO2(-), Fe(2+), humic acid, SDS and H2O2, but inhibited by Fe(3+). Moreover, the presumed photodegradation pathway was proposed to be the cleavage of the urea linkage.

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“…The log P oct values of BPUs were evaluated indirectly by a reverse phase isocratic HPLC method as their extremely low aqueous solubility made it difficult to measure these values accurately by the shake flask method . BPUs, sodium nitrate, and calibration compounds were chromatographed on an Inertsil ODS‐4 column (3.0 mm i.d., 30 mm length, 5 μm; GL Science, Tokyo, Japan).…”

Section: Methodsmentioning

confidence: 99%