dichlorfop-methyl
propionic acid, 2-(4-(2,4-dichlorophenoxy)phenoxy)-, methyl ester
 
Notes:
herbicide for control of wild oat & foxtails in cereal crops.
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CAS Number: 51338-27-3Picture of molecule3D/inchi
Other(deleted CASRN): 51142-56-4
ECHA EINECS - REACH Pre-Reg: 257-141-8
FDA UNII: 9T8QCB25UO
Nikkaji Web: J11.840K
Beilstein Number: 2224754
MDL: MFCD00128052
XlogP3-AA: 4.80 (est)
Molecular Weight: 341.18838000
Formula: C16 H14 Cl2 O4
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: colorless crystals (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Melting Point: 40.00 °C. @ 760.00 mm Hg
logP (o/w): 4.620
Soluble in:
 water, 0.7937 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.
Dichlorfop-methyl
Sigma-Aldrich
For experimental / research use only.
Dichlorfop-methyl 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:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: herbicides / pesticides
Recommendation for dichlorfop-methyl usage levels up to:
 not for fragrance use.
 
Recommendation for dichlorfop-methyl 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 for diclofop (considered variant diclofop-methyl) in light of confirmatory data
View page or View pdf
Review of the existing maximum residue levels for diclofop (considered variant diclofop-methyl) according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 39985
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 2
 methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate
Chemidplus: 0051338273
EPA/NOAA CAMEO: hazardous materials
RTECS: UF1180000 for cas# 51338-27-3
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References:
 methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 39985
Pubchem (sid): 135001555
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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): C11021
HMDB (The Human Metabolome Database): Search
ChemSpider: View
Wikipedia: View
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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:
 dichlordiphenprop
2-(4-(2,4-dichlorophenoxy)phenoxy)propanoic acid methyl ester
2-(4-(2,4-dichlorophenoxy)phenoxy)propanoic acid, methyl ester
 diclofop methyl ester
 diclofop-methyl
(+-)-diclofop-methyl
 hoe-023408
 hoelon
 hoelon 3EC
 illoxan
 methyl 2-(4-(2,4-dichlorophenoxy)phenoxy) propionate
 methyl 2-(4-(2,4-dichlorophenoxy)phenoxy)propanoate
 methyl 2-(4-(2,4-dichlorophenoxy)phenoxy)propionate
(+ or -)-methyl 2-(4-(2,4-dichlorophenoxy)phenoxy)propionate
 methyl 2-[4-(2,4-dichlorophenoxy)phenoxy]propanoate
 methyldiclofop
 propanoic acid, 2-(4-(2,4-dichlorophenoxy)phenoxy)-, methyl ester
 propionic acid, 2-(4-(2,4-dichlorophenoxy)phenoxy)-, methyl ester
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Articles:
PubMed: Evolution of herbicide resistance mechanisms in grass weeds.
PubMed: Unraveling the toxicity mechanisms of the herbicide diclofop-methyl in rice: modulation of the activity of key enzymes involved in citrate metabolism and induction of cell membrane anion channels.
PubMed: Enantioselective metabolism of the chiral herbicide diclofop-methyl and diclofop by HPLC in loach (Misgurnus anguillicaudatus) liver microsomes in vitro.
PubMed: RNA-Seq transcriptome analysis to identify genes involved in metabolism-based diclofop resistance in Lolium rigidum.
PubMed: Enhanced herbicide metabolism induced by 2,4-D in herbicide susceptible Lolium rigidum provides protection against diclofop-methyl.
PubMed: Enantioselective physiological effects of the herbicide diclofop on cyanobacterium Microcystis aeruginosa.
PubMed: Enhanced rates of herbicide metabolism in low herbicide-dose selected resistant Lolium rigidum.
PubMed: Analysis of enantioselective biochemical, physiological, and transcriptional effects of the chiral herbicide diclofop methyl on rice seedlings.
PubMed: Genotoxic effects of chlorophenoxy herbicide diclofop-methyl in mice in vivo and in human lymphocytes in vitro.
PubMed: Stereoselective degradation of Diclofop-methyl during alcohol fermentation process.
PubMed: Genetic control of a cytochrome P450 metabolism-based herbicide resistance mechanism in Lolium rigidum.
PubMed: Environmental behavior of the chiral aryloxyphenoxypropionate herbicide diclofop-methyl and diclofop: enantiomerization and enantioselective degradation in soil.
PubMed: Distinct non-target site mechanisms endow resistance to glyphosate, ACCase and ALS-inhibiting herbicides in multiple herbicide-resistant Lolium rigidum.
PubMed: Time-dependent degradation and toxicity of diclofop-methyl in algal suspensions : emerging contaminants.
PubMed: TiO(2)/BaTiO(3)-assisted photocatalytic mineralization of diclofop-methyl on UV-light irradiation in the presence of oxidizing agents.
PubMed: One- and two-dimensional direct chiral liquid chromatographic determination of mixtures of diclofop-Acid and diclofop-methyl herbicides.
PubMed: Enantioselective degradation and ecotoxicity of the chiral herbicide diclofop in three freshwater alga cultures.
PubMed: Relation of diclofop-methyl toxicity and degradation in algae cultures.
PubMed: Cross-resistance profile of mesosulfuron-methyl-resistant Italian ryegrass in the southern United States.
PubMed: Environmental significance of the diclofop-methyl and cyclodextrin inclusion complexes.
PubMed: High survival frequencies at low herbicide use rates in populations of Lolium rigidum result in rapid evolution of herbicide resistance.
PubMed: Environmental effects of inclusion complexation between methylated beta-cyclodextrin and diclofop-methyl.
PubMed: Bioluminescence determination of enzyme activity of firefly luciferase in the presence of pesticides.
PubMed: Effects of methyl-CD and humic acid on hydrolytic degradation of the herbicide diclofop-methyl.
PubMed: Lolium rigidum, a pool of resistance mechanisms to ACCase inhibitor herbicides.
PubMed: Recurrent selection with reduced herbicide rates results in the rapid evolution of herbicide resistance in Lolium rigidum.
PubMed: Herbicide selection of Italian ryegrass under different levels of UVB radiation.
PubMed: Tank-mix adjuvants and pesticide residues: some regulatory and quantitative aspects.
PubMed: Characterisation of target-site resistance to ACCase-inhibiting herbicides in the weed Alopecurus myosuroides (black-grass).
PubMed: [Effect of diclofop on the activity of some drug-metabolizing enzymes in the liver of male Wistar rats].
PubMed: Effect of cropping cycles and repeated herbicide applications on the degradation of diclofop-methyl, bentazone, diuron, isoproturon and pendimethalin in soil.
PubMed: Induction and inactivation of a cytochrome P450 confering herbicide resistance in wheat seedlings.
PubMed: Sorption and metabolism of selected herbicides in river biofilm communities.
PubMed: Resistance to ACCase-inhibiting herbicides and isoproturon in UK populations of Lolium multiflorum: mechanisms of resistance and implications for control.
PubMed: Herbicides and the microtubular apparatus of Nicotiana tabacum pollen tube: immunofluorescence and immunogold labelling studies.
PubMed: Studies of early hepatocellular proliferation and peroxisomal proliferation in Wistar rats treated with herbicide diclofop.
PubMed: Molecular analysis and development of 16S rRNA oligonucleotide probes to characterize a diclofop-methyl-degrading biofilm consortium.
PubMed: Degradation of diclofop-methyl by pure cultures of bacteria isolated from Manitoban soils.
PubMed: Isolation and characterization of soil microorganisms capable of utilizing the herbicide diclofop-methyl as a sole source of carbon and energy.
PubMed: Tandem mass spectrometry of herbicide residues in lipid-rich tissue.
PubMed: Localization and characterization of two structurally different forms of acetyl-CoA carboxylase in young pea leaves, of which one is sensitive to aryloxyphenoxypropionate herbicides.
PubMed: The role of interactions, sessile growth and nutrient amendments on the degradative efficiency of a microbial consortium.
PubMed: Determination of the herbicide diclofop in human urine.
PubMed: Coenzyme A esters of 2-aryloxyphenoxypropionate herbicides and 2-arylpropionate antiinflammatory drugs are potent and stereoselective inhibitors of rat liver acetyl-CoA carboxylase.
PubMed: Determination of diclofop-methyl and diclofop residues in soil and crops by gas chromatography.
PubMed: Kinetic characterization, stereoselectivity, and species selectivity of the inhibition of plant acetyl-CoA carboxylase by the aryloxyphenoxypropionic acid grass herbicides.
PubMed: Biochemical and histological effects of diclofop-methyl in mice and voles under laboratory conditions.
PubMed: [Food stimulation of the detoxifying system of the liver in preventing pesticide poisonings].
PubMed: [Gas chromatographic determination of the herbicide illoxan in plants, grain and soil].
PubMed: The fungicide chloraniformethan and the herbicide dichlofopmethyl affect calmodulin-dependent cyclic nucleotide phosphodiesterase from bovine brain.
PubMed: Degradation of the herbicide dichlorfop-methyl in prairie soils.
PubMed: Use of acetonitrile for the extraction of herbicide residues from soils.
PubMed: Esterification of the hydrolysis product of the herbicide dichlorfop-methyl in methanol.
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