Topic
Dichlorprop
About: Dichlorprop is a research topic. Over the lifetime, 217 publications have been published within this topic receiving 5003 citations. The topic is also known as: Dichlorprop & 2-(2,4-Dichlorophenoxy)propionic acid.
Papers published on a yearly basis
Papers
TL;DR: Organic nutrient enrichments shifted enantioselectivity for methyl dichlorprop ((RS)-methyl 2-(2,4-dichlorophenoxy)propionic acid) strongly towards preferentially removing the non-herbicidal enantiomer in soils from Brazil and North America, potentially increasing phytotoxicity of its residues relative to that of the racemate.
Abstract: Numerous anthropogenic chemicals of environmental concern—including some phenoxy acid herbicides, organophosphorus insecticides, polychlorinated biphenyls, phthalates, freon substitutes and some DDT derivatives—are chiral. Their potential biological effects, such as toxicity, mutagenicity, carcinogenicity, and endocrine disrupter activity, are generally enantiomer-selective, and different enantiomers are preferentially degraded (transformed) by micro-organisms in various environments1,2,3,4,5,6,7,8. Here we use field and laboratory experiments to demonstrate that environmental changes in soils can alter these preferences, and to suggest that the preferences shift owing to different groups of related microbial genotypes being activated by different environmental changes. In Brazilian soils, almost all pasture samples preferentially transformed the non-herbicidal enantiomer of dichlorprop ((RS)-2-(2,4-dichlorophenoxy)propionic acid), while most forest samples either transformed the herbicidal enantiomer more readily or as rapidly as the non-herbicidal enantiomer. Organic nutrient enrichments shifted enantioselectivity for methyl dichlorprop ((RS)-methyl 2-(2,4-dichlorophenoxy)propionic acid) strongly towards preferentially removing the non-herbicidal enantiomer in soils from Brazil and North America, potentially increasing phytotoxicity of its residues relative to that of the racemate. Assessments of the risks chemical pollutants pose to public health and the environment need to take into account the chiral selectivity of microbial transformation processes and their alteration by environmental changes, especially for pesticides as up to 25 per cent are chiral9.
350 citations
TL;DR: The results obtained show that the MIP-based approach to the solid-phase extraction is comparable with the more traditional solid- phase extraction with C18 reversed-phase columns in terms of recovery, but it is superior in Terms of sample clean-up.
174 citations
TL;DR: In this paper, the chiral herbicide dichlorprop (2,4-dichlorophenoxy-2-propionic acid), which is sold and applied as the racemic mixture, was observed to degrade completely in soil within 31 days, with a half-life of 6.6 d.
Abstract: The chiral herbicide dichlorprop (2,4-dichlorophenoxy-2-propionic acid), which is sold and applied as the racemic mixture, was observed to degrade completely in soil within 31 days, with a half-life of 6.6 d. Degradation occurred with enantiomeric selectivity, indicating biologically mediated reactivity as opposed to strictly abiotic degradation. The S-(−)-isomer degraded significantly faster (t1/2 = 4.4 d) than the R-(+)-isomer (t1/2 = 8.7 d); this is contrary to other published results that show selective degradation of the R-(+)-enantiomer, although in other media. Soil samples taken from a field plot at increasing time intervals after application of Foxtril, a commercial herbicide formulation, were solvent-extracted and analyzed for total dichlorprop by capillary zone electrophoresis (CZE), using an acetate buffer at pH 4.7. Heptakis (2,3,6-tri-O-methyl)-β-cyclodextrin, a chiral reagent, was then added to the buffer to effect separation of the (+)- and (−)-isomers of dichlorprop. Baseline resolution a...
140 citations
TL;DR: A discussion of solid-phase extraction method development for acidic herbicides is presented that reviews sample matrix modification, extraction sorbent selection, derivatization procedures for gas chromatographic analysis, and clean-up procedures for high-performance liquid chromatography analysis.
134 citations
TL;DR: An indirect assessment of [*NO2] in surface water in different sites of the Rhône delta indicated that 2,4-DCP could be transformed into 6-nitro-2,4 -DCP in a couple of weeks or less in the shallow water of the rice fields, a time scale that is compatible with field data.
Abstract: The compounds 2,4-dichlorophenol (2,4-DCP) and 2,4-dichloro-6-nitrophenol (6-nitro-2,4-DCP) have been detected at μg L-1 levels (10-9−10-8 M) during the summer season 2005 in the water of the Rhone river delta. Compound 2,4-DCP would mainly derive from the transformation of the herbicide dichlorprop, heavily used in flooded rice farming (1400 kg in the delta region in 2005), in addition to being an impurity of the commercial herbicide. Field data show a fast concentration decrease of 2,4-DCP in the period June 21st to July 5th, accompanied by a corresponding increase of 6-nitro-2,4-DCP. This could imply a possible nitration process of 2,4-DCP into 6-nitro-2,4-DCP, with quite elevated yield (33%). Nitration of 2,4-DCP can be induced by photoproduced •NO2, the reaction kinetics (calculated in the presence of Fe(III) + nitrite under irradiation as model system) being d[6-nitro-2,4-DCP]/dt = 650 [2,4-DCP] [•NO2]. Interestingly, the yield of the process (38%) is similar to that suggested by field data. An indi...
112 citations
Related Topics (5)
Performance Metrics
| Year | Papers |
|---|---|
| 2021 | 2 |
| 2020 | 6 |
| 2019 | 5 |
| 2018 | 4 |
| 2017 | 2 |
| 2016 | 2 |