69377-81-7

Basic information

• Product Name: Fluroxypyr
• Synonyms: ((4-amino-3,5-dichloro-6-fluoro-2-pyridinyl)oxy)-aceticaci;4-amino-3,5-dichloro-6-fluoro-2-pyridyloxyaceticacid;ff4014;[(4-Amino-3,5-dichloro-6-fluoropyridin-2-yl)oxy]acetic acid;2-[(4-AMino-3,5-dichloro-6-fluoro-2-pyridinyl)oxy]acetic Acid;2-((4-Amino-3,5-dichloro-6-fluoropyridin-2-yl)oxy)acetic acid;ADVANCE;((4-amino-3,5-dichloro-6-fluoro-2-pyridinyl)oxy)acetic acid
• CAS NO: 69377-81-7
• Molecular Formula: C₇H₅Cl₂FN₂O₃
• Molecular Weight: 255.03
• Product Categories: Alpha sort;E-GAlphabetic;F;FA - FLPesticides&Metabolites;Herbicides;Pesticides&Metabolites;Pyridine
• Mol File: 69377-81-7.mol

Chemical Properties

• Melting Point: 57.5°C
• Boiling Point: 399.4 °C at 760 mmHg
• Flash Point: 195.3 °C
• Appearance: white powder with the smell of soap
• Density: 1.3
• Vapor Pressure: 4.27E-07mmHg at 25°C
• Refractive Index: 1.608
• Storage Temp.: 0-6°C
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 2.22±0.10(Predicted)
• Merck: 13,4229
• BRN: 7136185
• CAS DataBase Reference: Fluroxypyr(CAS DataBase Reference)
• NIST Chemistry Reference: Fluroxypyr(69377-81-7)
• EPA Substance Registry System: Fluroxypyr(69377-81-7)

Safety Data

• Statements: 52/53
• Safety Statements: 61
• RIDADR: UN3077(solid)
• WGK Germany: 2
• RTECS: AF2500000
• Hazardous Substances Data: 69377-81-7(Hazardous Substances Data)

Usage

Uses

Used in Agriculture:
Fluroxypyr is used as a herbicidal agent for the control of broad-leaved weeds in various settings. Its application reasons and industries are as follows:
1. Small Grain Cereals:
Fluroxypyr is used as a weed control agent in small grain cereals to ensure healthy crop growth and prevent yield loss due to weed competition.
2. Maize:
In maize cultivation, Fluroxypyr is employed to manage broad-leaved weeds, thus maintaining the quality and productivity of the maize crop.
3. Pastures:
Fluroxypyr is utilized in pastures to control unwanted broad-leaved weeds, promoting the growth of desired grasses and forage for livestock.
4. Range Land:
This herbicide is also used in range land management to control broad-leaved weeds, allowing for better forage production and healthier grazing conditions for animals.
5. Turf:
Fluroxypyr is applied in turf management to eliminate broad-leaved weeds, ensuring a clean and well-maintained appearance for lawns, sports fields, and other turf areas.
As a synthetic auxin, Fluroxypyr mimics the action of natural plant hormones, causing uncontrolled growth and eventually leading to the death of the targeted weeds. Its selective nature allows it to be effective against broad-leaved weeds without causing significant harm to the desired crop or grass species.

Trade name

methyl ester: AGROSTAR; BOFIX FFC?; CABADEX?; CASCADE?; DOWCO? 433 MHE; FOREFRONT?; GALAXY GL184?; PARADIGM?; PASTUREGARD?; STARANE?; TOMAHAWK?; VISTA?; WIDEMATCH?, (fluroxypyr + clopyralid); XRM-5084?

Potential Exposure

Those who manufacture, distribute or use this pyridinecarboxylic acid/pyridine herbicide.

Environmental Fate

The DT50 in soil is relatively short, ranging from 5 to 9 days in experiments conducted in the laboratory. This rapid degradation is due to microbes.Because of its rapid soil degradation, little fluroxypyr is available for other dissipation processes, e.g., leaching.

Metabolism

Fluroxypyr is stable under acidic conditions and moderately stable in alkaline conditions; e.g., the DT50 in water at pH 9 is 185 days. Degradation occurs at temperatures above its melting point. Fluroxypyr is stable in light. Plant. The metabolism of fluroxypyr has not been fully described. Conjugates of fluroxypyr have been observed in tolerant plants. Soil. Fluroxypyr is rapidly metabolized by soil microbes via the removal of the carboxyl group or acetic acid group, yielding 4-amino-3,5-dichloro-6-fluoro- 2-methoxypyridine, and 4-amino-3,5-dichloro-6-fluoro-2- pyridinol, respectively.

Shipping

UN3077 Environmentally hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous haz ardous material, Technical Name Required.

Toxicity evaluation

Mammalian Toxicity. Fluroxypyr appears to be rapidly excreted, unmodified, in the urine of animals. The acute oral LD50 for rat is 2405 mg/kg. Weed Resistance/Modified Crop Tolerance. Fuerst et al. (48) reported fluroxypyr resistance in yellow starthistle (Centaurea solstitialis). No crops with modified tolerance toward fluroxypyr are currently in production.

Incompatibilities

May not be compatible with nitrates. Moisture may cause hydrolysis or other forms of decompo sition; forming a strong acid. Temperatures above 250℃ can cause decomposition. Methyl ester: Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is suffi ciently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solu tions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.

Waste Disposal

Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office. Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an after burner and scrubber. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesti cide containers.

InChI:InChI=1/C7H5Cl2FN2O3/c8-3-5(11)4(9)7(12-6(3)10)15-1-2(13)14/h1H2,(H2,11,12)(H,13,14)

Upstream product

• 2176-62-7 2,3,4,5,6-pentachloropyridine 
• 1737-93-5 3,5-dichloro-2,4,6-trifluoropyridine 
• 2840-00-8 4-amino-3,5-dichloro-2,6-difluoropyridine 

Relevant articles and documents

Method for preparing fluroxypyr

The invention discloses a method for preparing fluroxypyr, and belongs to the technical field of fine chemical engineering. The method comprises the steps of carrying out fluorination, carrying out amination, carrying out hydroxylation, carrying out stock solution extraction, carrying out condensation, carrying out hydrolysis and carrying out byproduct conversion. Byproducts and unreacted raw materials in a reaction process are used again through the steps of carrying out stock solution extraction and carrying out byproduct conversion, so that the utilization ratio of the raw materials is increased, the production cost and environmental treatment cost are reduced, and thus the method is applicable to large-scale production.

Herbicidal mixtures having a synergistic effect

PCT No. PCT/EP96/03996 Sec. 371 Date Feb. 17, 1998 Sec. 102(e) Date Feb. 17, 1998 PCT Filed Sep. 12, 1996 PCT Pub. No. WO97/10714 PCT Pub. Date Mar. 27, 1997A composition comprising at least one sulfonylurea of the formula I wherein R1 is substituted alkyl; halogen; a group ER6 (E=O, S or NR7); COOR8; NO2; S(O)oR9; SO2NR10R11; or CONR10R11; R2 is hydrogen, alkyl, alkenyl, alkynyl, halogen, alkoxy, haloalkoxy, haloalkyl, alkylsulfonyl, nitro, cyano or alkylthio; R3 is F, CF3, CF2Cl, CF2H, OCF3, OCF2Cl, or, if R1 is CO2CH3 and R2 is simultaneously fluorine, R3 is Cl, or, if R1 is CH2CF3 or CF2CF3, R3 is methyl, or, if R4 is OCF3 or OCF2Cl, R3 is OCF2H or OCF2Br; R4 is alkoxy, alkyl, alkylthio, alkylamino, dialkylamino, halogen, haloalkyl or haloalkoxy; and R5 is hydrogen, alkoxy or alkyl; or an enviromentally compatible salt of I, and an aryloxyalkanoic acid selected from the group consisting of 2,4-D, 2,4-DB, clomeprop, dichlorprop, dichlorprop-P, dichlorprop-P (2,4-DP-P), fenoprop (2,4,5-TP), fluoroxypyr, MCPA, MCPB, mecoprop, mecoprop-P, napropamide, napropanilide, triclopyr, and an enviromentally compatible salt thereof exhibits a synergistic herbicidal effect.

Soluble polymer based matrix for chemically active water insoluble components

This invention relates to a water soluble matrix composition comprising an anionic surfactant, a C6 to C18 alkyl pyrrolidone, urea and a water insoluble copolymer of vinyl pyrrolidone with not more than 50 wt. % of a comonomer selected from the group of an α-olefin, vinyl acetate, an acrylic or methacrylic acid ester and methacrylamide as a free flowing particulate solid which matrix is suitably mixed with a water insoluble, chemically active component, such as an agrochemical, to provide a clear sprayable film forming emulsion, such as a non-leachable film on a plant or other substrate surface. The invention also relates to the method of preparing the matrix and to the incorporation of an agrochemical concentrate and plant spray composition.

Stabilized AGchemical concentrate and use thereof

The present invention relates to the stabilization of an agricultural chemical concentrate in aqueous solution and the stabilized concentrate which comprises: (a) between about 0.1 and about 20 wt. % of a stabilizer composition comprising: (1) a C1 to C12 alkyl vinyl ether/organic acid ester copolymer, and (2) a polymer solubilizing amount of an aromatic petroleum distillate or an oxygen-containing solvent of an N-alkyl pyrrolidone, a C3 to C8 alkanol, a dibasic acid lower alkyl ester, an ether having a boiling point above 150° C. or mixtures thereof and (b) between about 80 and about 99.9 wt. % concentrate containing a water-insoluble active agricultural chemical, a solvent for said agricultural chemical and a surfactant for said concentrate. The invention also relates to the use of said stabilized concentrate.

Stabilized agchemical concentrate and use thereof

The present invention relates to the stabilization of an agricultural chemical concentrate in aqueous solution and the stabilized concentrate which comprises: (a) between about 0.1 and about 20 wt. % of a stabilizer composition comprising: (1) between about 10 and about 90 wt. % of a water-insoluble, non-crosslinked, film forming polymer, and (2) a polymer solubilizing amount of an aromatic petroleum distillate or an oxygen-containing solvent of an N-alkyl pyrrolidone, a C3 to C8 alkanol, a dibasic acid lower alkyl ester, an ether having a boiling point above 150° C. or mixtures thereof and (b) between about 80 and about 99.9 wt. % concentrate containing a water-insoluble active agricultural chemical, a solvent for said agricultural chemical and a surfactant for said concentrate. The invention also relates to the use of said stabilized concentrate.

Inert matrix composition microemulsifiable concentrate and aqueous microemulsion

What is provided herein is an inert matrix composition (IMC), and a microemulsifiable concentrate (MEC) in the form of a free-flowing, high-melting solid, suitable for making an aqueous microemulsion (AME) of an agriculturally active chemical (AAC) with dilution water. The inert matrix composition comprises about 10-50% of a C6 -C18 alkylpyrrolidone, about 10-50% of an anionic surfactant and about 10-70% of a complexing agent characterized by being an organic compound having a melting point >100° C., a molecular weight ≤500, a water solubility of at least 10% by weight, and being capable of hydrogen-bonding with the alkylpyrrolidone component of the composition. The MEC comprises the IMC and about 1-20% of the agriculturally active ingredient (AAI). Upon dilution with water an AMC is provided having a few ppm to 1% AAI.

Herbicidal heterocyclic sulfonylurea compositions safened by herbicidal acids such as 2,4-D below a pH of 5

Disclosed are herbicidal concentrate formulation compositions having reduced grass crop plant phytotoxicity comprising certain sulfonamide or sulfonylurea herbicides in admixture with a herbicidal organic acid from the group consisting of clopyralid, 2,4-D, 2,4-DP, dicamba, dichlorprop-P, fluroxypyr MCPA, MCPP, mecoprop-P, picloram, triclopyr or mixtures of said acids; also disclosed is the preparation of said compositions and the pre- and post-emergent agricultural uses thereof in water diluted form.

Delivery system for agricultural chemicals

An emulsifiable concentrate comprising an agriculturally active chemical, a surfactant, an organic diluent and a solvent having first and second components, the first component being capable of solubilizing the agriculturally active chemical and the second component in conjunction with the surfactant being effective to disperse the agriculturally active chemical. The inventive concentrate allows for high concentrations of the active ingredient, exhibits excellent stability and produces highly stable compositions upon dilution with water.