| Identification | More | [Name]
Fluroxypyr | [CAS]
69377-81-7 | [Synonyms]
((4-amino-3,5-dichloro-6-fluoro-2-pyridinyl)oxy)acetic acid ADVANCE ef-689 FLUROXYPYR ((4-amino-3,5-dichloro-6-fluoro-2-pyridinyl)oxy)-aceticaci 4-amino-3,5-dichloro-6-fluoro-2-pyridyloxyaceticacid ff4014 2-(4-Amino-3,5-dichloro-6-fluoropyrin-2-yl)oxyacetic acid Fluroxypyr(Starane) FLUROXYPYR PESTANAL (4-AMINO-3,5-DI CHLO Acetic acid, (4-amino-3,5-dichloro-6-fluoro-2-pyridinyl)oxy- fluroxypyr (bsi,iso) 4,5-amino-3,5-dichloro-6-fluoro-2-pyridinyloxyacetic acid fluroxypyr 4-amino-3,5-dichloro-6-fluoro-2-pyridyloxyacetic acid [(4-Amino-3,5-dichloro-6-fluoropyridin-2-yl)oxy]acetic acid | [EINECS(EC#)]
200-001-8 | [Molecular Formula]
C7H5Cl2FN2O3 | [MDL Number]
MFCD01311822 | [Molecular Weight]
255.03 | [MOL File]
69377-81-7.mol |
| Chemical Properties | Back Directory | [Appearance]
White crystalline solid. | [Melting point ]
57.5°C | [Boiling point ]
399.4±37.0 °C(Predicted) | [density ]
1.3 | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
neat | [pka]
2.22±0.10(Predicted) | [color ]
White to Off-White | [Merck ]
13,4229 | [BRN ]
7136185 | [Henry's Law Constant]
5.7×105 mol/(m3Pa) at 25℃, HSDB (2015) | [Major Application]
agriculture environmental | [InChI]
1S/C7H5Cl2FN2O3/c8-3-5(11)4(9)7(12-6(3)10)15-1-2(13)14/h1H2,(H2,11,12)(H,13,14) | [InChIKey]
MEFQWPUMEMWTJP-UHFFFAOYSA-N | [SMILES]
Nc1c(Cl)c(F)nc(OCC(O)=O)c1Cl | [LogP]
3.160 (est) | [CAS DataBase Reference]
69377-81-7(CAS DataBase Reference) | [NIST Chemistry Reference]
Fluroxypyr(69377-81-7) | [EPA Substance Registry System]
69377-81-7(EPA Substance) |
| Safety Data | Back Directory | [Risk Statements ]
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment . | [Safety Statements ]
S61:Avoid release to the environment. Refer to special instructions safety data sheet . | [RIDADR ]
UN3077(solid) | [WGK Germany ]
2 | [RTECS ]
AF2500000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Aquatic Chronic 3 | [Hazardous Substances Data]
69377-81-7(Hazardous Substances Data) | [Toxicity]
LD50 orally in rats: 2405 mg/kg; i.p. in male, female rats: 458, 519 mg/kg; percutaneous in rabbits >5000 mg/kg (Paul) |
| Hazard Information | Back Directory | [Potential Exposure]
Those who manufacture, distribute or
use this pyridinecarboxylic acid/pyridine herbicide. | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions) if
breathing has stopped, and CPR if heart action has stopped.
Transfer promptly to a medical facility. When this chemical
has been swallowed, get medical attention. Give large
quantities of water and induce vomiting. Do not make an
unconscious person vomit. | [Shipping]
UN3077 Environmentally hazardous substances,
solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous haz ardous material, Technical Name Required. | [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. | [Description]
Fluroxypyr is a post-emergence herbicide used to control economically important broad-leaved weeds. It is highly soluble in water and has a low volatility. It tends not to be persistent in soil or water-sediment systems. There is little potential for it to leach to groundwater. No significant risks to human health have been identified other than some indication it may be a neurotoxin and oral mammalian toxicity is low. Toxicity to biodiversity is low to moderate. | [Chemical Properties]
White crystalline solid. | [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. | [Uses]
Fluroxypyr is a systemic and selective herbicide. Fluroxypyr is used for the control of broad-leaved weeds in small grain cereals, maize, pastures, range land and turf. Fluroxypyr is a synthetic auxin
. | [Uses]
Fluroxypyr is a systemic and selective herbicide. Fluroxypyr is used for the control of broad-leaved weeds in small grain cereals, maize, pastures, range land and turf. Fluroxypyr is a synthetic auxin. | [Definition]
ChEBI: An aminopyridine that is pyridin-4-amine substituted by chloro groups at positions 3 and 5, a fluoro group at position 6 and a carboxymethoxy group at position 2. | [Production Methods]
Fluroxypyr is commercially produced through a multi-step synthesis involving pyridine-based intermediates. The process typically begins with the preparation of halogenated pyridines, which are then reacted with alcohols or esters to form fluroxypyr esters such as fluroxypyr-meptyl or fluroxypyr-1-methylheptyl ester. These reactions involve esterification and halogen substitution steps under controlled conditions using solvents and catalysts to ensure high yield and purity. | [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® | [Mechanism of action]
Foliar uptake causing auxin-type response. Synthetic auxin. | [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. | [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. | [Pesticide Type]
Herbicide |
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