Clopyralid

Clopyralid Basic information
Product Name:Clopyralid
Synonyms:3,6-dichloro-2-pyridinecarboxylicaci;3,6-dichloro-picolinicaci;acide3,6-dcp;acide3,6-dichloropicolinique;acidedichloro-3,6picolinique(french);benzalox;campaign;cirtoxin
CAS:1702-17-6
MF:C6H3Cl2NO2
MW:192
EINECS:216-935-4
Product Categories:Heterocycle-Pyridine series;Organic acids;pharmacetical;Agro-Products;Heterocycles;Alphabetic;Agro Products;HERBICIDE;Analytical Standards;L
Mol File:1702-17-6.mol
Clopyralid Structure
Clopyralid Chemical Properties
Melting point 151-152°C
Boiling point 0°C
density 1.4313 (rough estimate)
refractive index 1.6100 (estimate)
Fp 0°C
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility DMSO: Slightly Soluble
pka2.02±0.25(Predicted)
form neat
color White to Light yellow to Light orange
Water Solubility 1.0 g/L
Merck 14,2400
BRN 473755
LogP1.060
CAS DataBase Reference1702-17-6(CAS DataBase Reference)
EPA Substance Registry SystemClopyralid (1702-17-6)
Safety Information
Hazard Codes Xi;N,Xi,N,X
Risk Statements 41-51/53
Safety Statements 26-30-61-39
RIDADR UN 3077
WGK Germany 3
RTECS TJ7550700
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 2933399990
Hazardous Substances Data1702-17-6(Hazardous Substances Data)
ToxicityLD50 in male, female rats (mg/kg): >5000, 4300 orally; LC50 (96 hr) to rainbow trout: 103.5 mg/l (Brown, Uprichard)
MSDS Information
Clopyralid Usage And Synthesis
DescriptionClopyralid is an herbicide that selectively inhibits the growth of the broadleaf weed L. palustris over a panel of 17 New Zealand native non-broadleaf plant species when applied at a concentration of 1.5 mg/L. It does not inhibit growth of human pluripotent stem cells (IC50 = >100 μM) or decrease nuclear translocation of the transcription factor SOX17, a marker of teratogenic risk. In vivo, clopyralid induces brain defects in rabbits, but not rats, when administered at a dose of 250 mg/kg.
Chemical PropertiesWhite Crystalline Solid
Chemical PropertiesOdorless and colorless crystalline solid. Odorless. Available as a soluble concentrate that is usually mixed with water. Combustible
UsesSystemic post-emergence herbicide for use in food crops and mesquite.
DefinitionChEBI: An organochlorine pesticide having a 3,6-dichlorinated picolinic acid structure.
Agricultural UsesHerbicide: Clopyralid is used to control annual and perennial broadleaf weeds on rangeland, pastures, turf and lawns, rights-of-way and a few agricultural products such as sugar beets, oats, barley, mint and wheat.
Trade nameACCENT®; CONFRONT®; CURTAIL®; CURTAIL M®; DOWCO®-290; HORNET®; LONTREL®; LONTREL® 3; LONTRIL® F; LONTRIL® T; MATRIGON®; MILLENNIUM®; NAF®-280; PARADIGM®; RECLAIM®; REDEEM®; RIVERDALE®; SCORPION®; STINGER®; TRANSLINE®; WIDEMATCH®; XRM-3972®
PharmacologyClopyralid is systemic herbicides that is actively absorbed by foliage and, is also readily absorbed through root tissues. Once absorbed, it is translocated, primarily in the phloem, throughout the entire plant. At normal field doses, this herbicide controls many broadleaf species and are selective in pasturelands and most grass crops. The exact weed spectrum and use is specific to the compound.
Potential ExposureClopyralid is a pyralid herbicide used to control annual and perennial broadleaf weeds on rangeland, pastures, turf, and lawns, rights-of-way and a few agricultural products such as sugarbeets, oats, barley, mint, and wheat.
Environmental FateClopyralid is a relatively strong acid and water soluble, making it susceptible to leaching. Most studies, however, indicate that it is metabolized relatively quickly by soilmicrobes, significantly decreasing the amount of clopyralid that is available for this process. Clopyralid is dissociated in soil because of its low pKa, and thus, its adsorption to most soils is weak and governed by the anion exchange capacity. Soils with relatively large anion exchange capacities will bind relatively large quantities of clopyralid,making it biologically unavailable. Clopyralid is not volatile.
MetabolismChemical. Clopyralid is stable to hydrolytic decomposition in acidic conditions becoming unstable above pH 5. It does not undergo significant photolytic degradation. Clopyralid decomposes above its melting point.
Plant. Hall and Vanden Born (29) showed that clopyralid underwent substantial metabolism in tolerant Brasica napus; i.e., 70% of applied clopyralid was metabolized 144 hours after application. Themetabolites were not fully characterized. Relatively little metabolism is thought to occur in susceptible plants.
Soil. Clopyralid is readily degraded by soil microbes, e.g., the field dissipation DT50 ranges from 8 to 66 days. The major metabolic pathway in soil microbes is decarboxylation.

ShippingUN3077 Environmentally Hazardous substances, solid, n.o.s., Hazard class: 9; Labels: 9-Miscellaneous hazardous material, Technical Name Required
Toxicity evaluationMammalian Toxicity. Limited studies have been conducted, but, from what data exist, it appears that clopyralid is quickly excreted, unmodified, in the urine of animals. The acute oral LD50 of clopyralid in male and female rat is 3738 mg/kg and 2775 mg/kg, respectively.
Weed Resistance/Modified Crop Tolerance. Fuerst et al. (48) reported clopyralid resistance in yellow starthistle (Centaurea solstitialis). No crops with modified tolerance toward clopyralid are currently in production.
IncompatibilitiesMay react violently with strong oxidizers, bromine, 90% hydrogen peroxide, phosphorus trichloride, silver powders, or dust. Incompatible with silver compounds. Mixture with some silver compounds forms explosive salts of silver oxalate. Keep away from oxidizers, sulfuric acid, caustics, ammonia, aliphatic amines, alkanolamines, isocyanates, alkylene oxides, epichlorohydrin. Solutions are strong acids; corrosive to aluminum, iron, and tin. Compounds of the carboxyl group react with all bases, both inorganic and organic (i.e., amines) releasing substantial heat, water, and a salt that may be harmful. Incompatible with arsenic compounds (releases hydrogen cyanide gas), diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, sulfides (releasing heat, toxic, and possibly flammable gases), thiosulfates, and dithionites (releasing hydrogen sulfate and oxides of sulfur).
Waste DisposalContainers 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 Clopyralid 877 afterburner and scrubber. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.
Clopyralid Preparation Products And Raw materials
Raw materialsChlorine
Preparation ProductsABSCISIC ACID METHYLESTER
2,6-Dichloropyridine 2-Chloro-5-chloromethylpyridine 2-Pyridinecarboxylic acid, 4-amino-3,5,6-trichloro-, isooctyl ester Clopyralid (2-hydroxyethyl)ammonium 1,3-Dichloropropene 3-Aminopyridine 2,5-PYRIDINEDICARBOXYLIC ACID Chromium picolinate Clopyralid Quinolinic acid CARBOXYLIC ACID Picloram 2-Picolinic acid ETHYL 3,4,5,6-TETRACHLOROPYRIDINE-2-CARBOXYLATE 5-Chloropyridine-2-carboxylic acid Pyridine Dichloroethane PICLORAM METHYL ESTER

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