oxyfluorfen
benzene, 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)- (9CI)
Identification
| Name | oxyfluorfen |
| IUPAC | 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)benzene |
| CAS Number | 42874-03-3 |
| EINECS | 255-983-0 |
| FDA UNII | 46GY4Y6567 |
| Molecular Formula | C15 H11 Cl F3 N O4 |
| Molecular Weight | 361.70367960 |
| MDL Number | MFCD00072435 |
| Nikkaji Number | J15.822D |
| Beilstein | 2065259 |
| XlogP3 | 4.70 (est) |
Regulatory
Physical Properties
| Appearance | orange crystalline solid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 84.00 °C. @ 760.00 mm Hg |
| Boiling Point | 358.20 °C. @ 760.00 mm Hg |
| Vapor Pressure | 2.000000 mmHg @ 25.00 °C. (est) |
| Flash Point | 370.00 °F. TCC ( 187.90 °C. ) (est) |
| logP (o/w) | 4.730 |
| Soluble in | water, 0.116 mg/L @ 25 °C (exp) |
No sensory data available
Safety Information
| Oral/Parenteral Toxicity | oral-dog LD50 > 5 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 > 10000 mg/kg |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | herbicides / pesticides |
| Recommendation for oxyfluorfen usage levels up to | not for fragrance use. |
| Recommendation for oxyfluorfen flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
benzene, 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)- (9CI)
2-
chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)benzene
2-
chloro-1-(3-ethoxy-4-nitrophenoxy)-4-trifluoromethylbenzene
2-
chloro-alpha,alpha,alpha-trifluoro-p-tolyl-3-ethoxy-4-nitrophenyl ether
ether, 2-chloro-alpha,alpha,alpha-trifluoro-p-tolyl 3-ethoxy-4-nitrophenyl
galigan
goldate
hada F
koltar
oxyfluorfene
PubMed:
Behaviour of oxyfluorfen in soils amended with edaphic biostimulants/biofertilizers obtained from sewage sludge and chicken feathers. Effects on soil biological properties.
PubMed:
Evaluation of three herbicide resistance genes for use in genetic transformations and for potential crop protection in algae production.
PubMed:
Behavior of oxyfluorfen in soils amended with different sources of organic matter. Effects on soil biology.
PubMed:
Monitoring of selected priority and emerging contaminants in the Guadalquivir River and other related surface waters in the province of Jaén, South East Spain.
PubMed:
Contaminants of legacy and emerging concern in largescale suckers (Catostomus macrocheilus) and the foodweb in the lower Columbia River, Oregon and Washington, USA.
PubMed:
Community air monitoring for pesticides-part 2: multiresidue determination of pesticides in air by gas chromatography, gas chromatography-mass spectrometry, and liquid chromatography-mass spectrometry.
PubMed:
Community air monitoring for pesticides. Part 3: using health-based screening levels to evaluate results collected for a year.
PubMed:
Persistence of oxyfluorfen in soil, runoff water, sediment and plants of a sunflower cultivation.
PubMed:
Hypospadias and residential proximity to pesticide applications.
PubMed:
Field dissipation of oxyfluorfen in onion and its dynamics in soil under Indian tropical conditions.
PubMed:
Photolysis of oxyfluorfen in aqueous methanol.
PubMed:
The use of antioxidant enzymes in freshwater biofilms: temporal variability vs. toxicological responses.
PubMed:
Identifying the cause of sediment toxicity in agricultural sediments: the role of pyrethroids and nine seldom-measured hydrophobic pesticides.
PubMed:
Assessment of possible carcinogenicity of oxyfluorfen to humans using mode of action analysis of rodent liver effects.
PubMed:
Light history modulates antioxidant and photosynthetic responses of biofilms to both natural (light) and chemical (herbicides) stressors.
PubMed:
Differential physiological and biochemical responses of two cyanobacteria Nostoc muscorum and Phormidium foveolarum against oxyfluorfen and UV-B radiation.
PubMed:
Toxicity of sediment-associated pesticides to Chironomus dilutus and Hyalella azteca.
PubMed:
Overexpression of a specific soybean GmGSTU4 isoenzyme improves diphenyl ether and chloroacetanilide herbicide tolerance of transgenic tobacco plants.
PubMed:
[Determination of biphenyl ether herbicides in water using HPLC with cloud-point extraction].
PubMed:
Enhanced dissipation of oxyfluorfen, ethalfluralin, trifluralin, propyzamide, and pendimethalin in soil by solarization and biosolarization.
PubMed:
Development of a sample preparation method for the analysis of current-use pesticides in sediment using gas chromatography.
PubMed:
Pesticide extraction from table grapes and plums using ionic liquid based dispersive liquid-liquid microextraction.
PubMed:
Ionic liquid based dispersive liquid-liquid microextraction for the extraction of pesticides from bananas.
PubMed:
Pendimethalin and oxyfluorfen degradation under two irrigation conditions over four years application.
PubMed:
Persistence and bioaccumulation of oxyfluorfen residues in onion.
PubMed:
Micellar modified spectrophotometric determination of nitrobenzenes based upon reduction with tin(II), diazotisation and coupling with the Bratton-Marshall reagent.
PubMed:
Metabolism of nitrodiphenyl ether herbicides by dioxin-degrading bacterium Sphingomonas wittichii RW1.
PubMed:
Optimization of separation and detection conditions for the multiresidue analysis of pesticides in grapes by comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry.
PubMed:
Evaluation of six pesticides leaching indexes using field data of herbicide application in Casablanca Valley, Chile.
PubMed:
Determination of diphenylether herbicides in water samples by solid-phase microextraction coupled to liquid chromatography.
PubMed:
[Experimental study on oxyfluorfen technical herbicides induced mutagenicity].
PubMed:
Effect of systemic herbicides on N2-fixing and phosphate solubilizing microorganisms in relation to availability of nitrogen and phosphorus in paddy soils of West Bengal.
PubMed:
[Determination of acetochlor and oxyfluorfen by capillary gas chromatography].
PubMed:
Assessment of the plasma desorption time-of-flight mass spectrometry technique for pesticide adsorption and degradation on 'as-received' treated soil samples.
PubMed:
Herbicidal and antioxidant responses of transgenic rice overexpressing Myxococcus xanthus protoporphyrinogen oxidase.
PubMed:
Weed control and persistence of two oxyfluorfen formulations in olive groves under non tillage conditions.
PubMed:
Pesticide patch test series for the assessment of allergic contact dermatitis among banana plantation workers in panama.
PubMed:
Surface retention and photochemical reactivity of the diphenylether herbicide oxyfluorfen.
PubMed:
Oxyfluorfen toxic effect on S. obliquus evaluated by different photosynthetic and enzymatic biomarkers.
PubMed:
A point mutation of valine-311 to methionine in Bacillus subtilis protoporphyrinogen oxidase does not greatly increase resistance to the diphenyl ether herbicide oxyfluorfen.
PubMed:
Effect of the herbicides oxadiazon and oxyfluorfen on phosphates solubilizing microorganisms and their persistence in rice fields.
PubMed:
Dissipation of the herbicide oxyfluorfen in subtropical soils and its potential to contaminate groundwater.
PubMed:
Weed control in rose-scented geranium (Pelargonium spp).
PubMed:
Jasmonate is involved in the induction of tyrosine aminotransferase and tocopherol biosynthesis in Arabidopsis thaliana.
PubMed:
Degradation of oxyfluorfen by Azotobacter chroococcum (Beijerink).
PubMed:
Toxicological effects of the herbicide oxyfluorfen on acetylcholinesterase in two fish species: Oreochromis niloticus and Gambusia affinis.
PubMed:
Resistance of a soybean cell line to oxyfluorfen by overproduction of mitochondrial protoporphyrinogen oxidase.
PubMed:
Transgenic rice plants expressing a Bacillus subtilis protoporphyrinogen oxidase gene are resistant to diphenyl ether herbicide oxyfluorfen.
PubMed:
Laboratory study on leachability of five herbicides in South Australian soils.
PubMed:
Induction of hsp70 by the herbicide oxyfluorfen (Goal) in the Egyptian Nile fish, Oreochromis niloticus.
PubMed:
Herbicide residues in grapes and wine.
PubMed:
Herbicide-induced experimental variegate porphyria in mice: tissue porphyrinogen accumulation and response to porphyrogenic drugs.
PubMed:
Effects of a diphenyl-ether herbicide, oxyfluorfen, on human BFU-E/CFU-E development and haemoglobin synthesis.
PubMed:
Protoporphyrinogen oxidase: high affinity tetrahydrophthalimide radioligand for the inhibitor/herbicide-binding site in mouse liver mitochondria.
PubMed:
Photoaffinity labeling of protoporphyrinogen oxidase, the molecular target of diphenylether-type herbicides.
PubMed:
Effect of the protoporphyrinogen oxidase-inhibiting herbicide fomesafen on liver uroporphyrin and heptacarboxylic porphyrin in two mouse strains.
PubMed:
Effect of diphenyl ether herbicides and oxadiazon on porphyrin biosynthesis in mouse liver, rat primary hepatocyte culture and HepG2 cells.
PubMed:
Developmental toxicity of diphenyl ether herbicides in nestling American kestrels.
PubMed:
Determination of oxyfluorfen herbicide and oxyfluorfen amine residues in garbanzo beans by liquid chromatography.
PubMed:
Disappearance of oxyfluorfen (goal) from onions and organic soils.
PubMed:
The generation of singlet oxygen (o(2)) by the nitrodiphenyl ether herbicide oxyfluorfen is independent of photosynthesis.
PubMed:
Photosynthesis involvement in the mechanism of action of diphenyl ether herbicides.
PubMed:
Evidence from studies with acifluorfen for participation of a flavin-cytochrome complex in blue light photoreception for phototropism of oat coleoptiles.
PubMed:
Fate of 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl) benzene (oxyfluorofen) in rats.