oxyfluorfen
benzene, 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)- (9CI)
 
Notes:
the end-result or objective, which may be specified or required in advance.
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CAS Number: 42874-03-3Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 255-983-0
FDA UNII: 46GY4Y6567
Nikkaji Web: J15.822D
Beilstein Number: 2065259
MDL: MFCD00072435
XlogP3: 4.70 (est)
Molecular Weight: 361.70367960
Formula: C15 H11 Cl F3 N O4
BioActivity Summary: listing
NMR Predictor: Predict (works with chrome or firefox)
Category: herbicides / pesticides
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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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)
 water, 0.1958 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Santa Cruz Biotechnology
For experimental / research use only.
Oxyfluorfen
Sigma-Aldrich
For experimental / research use only.
Oxyfluorfen PESTANAL®, analytical standard
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-dog LD50  > 5 mg/kg
Pesticide Manual. Vol. 9, Pg. 643, 1991.

oral-rat LD50  5000 mg/kg
"Agricultural Chemicals," Thomson, W.T., 4 vols., Fresno, CA, Thomson Publications, 1976/77 revisionVol. 2, Pg. 201, 1977.

Dermal Toxicity:
skin-rabbit LD50 > 10000 mg/kg
Pesticide Manual. Vol. 9, Pg. 643, 1991.

Inhalation Toxicity:
Not determined
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Safety in Use Information:
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.
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Safety References:
European Food Safety Authority (EFSA) reference(s):
Outcome of the consultation with Member States, the applicant and EFSA on the pesticide risk assessment of confirmatory data for the active substance oxyfluorfen
View page or View pdf
Retrospective analysis of the immunotoxic effects of plant protection products as reported in the Draft Assessment Reports for their peer review at EU level
View page or View pdf
Peer review of the pesticide risk assessment for the active substance oxyfluorfen in light of confirmatory data submitted
View page or View pdf
Protocol for the evaluation of data concerning the necessity of the application of herbicide active substances to control a serious danger to plant health which cannot be contained by other available means, including non-chemical methods
View page or View pdf
Review of the existing maximum residue levels for oxyfluorfen according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf
EPI System: View
EPA-Iris: IRIS
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 39327
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)benzene
Chemidplus: 0042874033
EPA/NOAA CAMEO: hazardous materials
RTECS: KN6900000 for cas# 42874-03-3
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References:
 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)benzene
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 39327
Pubchem (sid): 135000601
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEBI: View
CHEMBL: View
KEGG (GenomeNet): C18881
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
Formulations/Preparations:
•chief 3sc herbicide active ingredient 14.2% glyphosate, isopropylamine salt, 21.1% oxyfluorfen •double o g-pro active ingredient 1.0% oryzalin, 2.0% oxyfluorfen •end zone herbicide active ingredient 22.2% oxyfluorfen •galigan 2e active ingredient 22.2% oxyfluorfen •galigan oxyfluorfen technical active ingredient 97.4% oxyfluorfen •goal technical herbicide active ingredient 99.0% oxyfluorfen •goal 2xl herbicide active ingredient 22.3% oxyfluorfen •goaltender active ingredient 41.0% oxyfluorfen •harrell's granular herbicide 75 active ingredient 3.0% trifluralin, 2.0% oxyfluorfen •harrell's granular herbicide 63 active ingredient 2.0% oxyfluorfen •kleenup super edger active ingredient 0.25% glyphosate, isopropylamine salt, 0.25% oxyfluorfen •nations ag ii, llc oxyfluorfen 2 herbicide active ingredient 23.0% oxyfluorfen •ornamental herbicide ii active ingredient 1.0% pendimethalin, 2.0% oxyfluorfen •ortho fence & grass edger formula ii active ingredient 0.25% glyphosate, isopropylamine salt, 0.25% oxyfluorfen •ortho season-long grass & weed killer active ingredient 0.1% diquat dibromide, 1.5% oxyfluorfen, 8.0% glyphosate •oxyfluorfen tgai active ingredient 97.0% oxyfluorfen •oxyfluorfen 2ec active ingredient 22.3% oxyfluorfen •rawhide 4f herbicide active ingredient 20.3% glyphosate, isopropylamine salt, 20.3% oxyfluorfen •regal o-o herbicide active ingredient 1.0% oxadiazon, 2.0% oxyfluorfen •rout ornamental herbicide active ingredient 1.0% oryzalin, 2.0% oxyfluorfen •showcase active ingredient 2.0% trifluralin, 0.25% oxyfluorfen, 0.25% isoxaben •triox vegetation killer formula ii active ingredient 0.7% oxyfluorfen, 0.08% imazapyr, isopropylamine salt •two ox e-pro herbicide active ingredient 1.0% oxadiazon, 2.0% oxyfluorfen
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 not found in nature
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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
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Articles:
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 JaƩn, 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.
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