Clopyralid Chemical Properties

Melting point:

151-152°C

Boiling point:

0°C

Density 

1.4313 (rough estimate)

refractive index 

1.6100 (estimate)

Flash point:

0°C

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

DMSO: Slightly Soluble

pka

2.02±0.25(Predicted)

form 

Solid

color 

White to Light yellow to Light orange

Water Solubility 

1.0 g/L

Merck 

14,2400

BRN 

473755

LogP

1.060

CAS DataBase Reference

1702-17-6(CAS DataBase Reference)

EPA Substance Registry System

Clopyralid (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 Data

1702-17-6(Hazardous Substances Data)

Toxicity

LD50 in male, female rats (mg/kg): >5000, 4300 orally; LC50 (96 hr) to rainbow trout: 103.5 mg/l (Brown, Uprichard)

Clopyralid Usage And Synthesis

Description

Clopyralid 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 Properties

White Crystalline Solid

Chemical Properties

Odorless and colorless crystalline solid. Odorless. Available as a soluble concentrate that is usually mixed with water. Combustible

Uses

Systemic post-emergence herbicide for use in food crops and mesquite.

Definition

ChEBI: An organochlorine pesticide having a 3,6-dichlorinated picolinic acid structure.

Agricultural Uses

Herbicide: 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 name

ACCENT®; 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®

Pharmacology

Clopyralid 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 Exposure

Clopyralid 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 Fate

Clopyralid 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.

Metabolism

Chemical. 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.

Shipping

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

Toxicity evaluation

Mammalian 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.

Incompatibilities

May 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 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 Clopyralid 877 afterburner and scrubber. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers.

Clopyralid(1702-17-6)Related Product Information

• 2-Chloro-5-chloromethylpyridine
• 2,5-PYRIDINEDICARBOXYLIC ACID
• 5-Chloropyridine-2-carboxylic acid
• 3-Aminopyridine
• Dichloroethane
• 2,6-Dichloropyridine
• 2-Picolinic acid
• Pyridine
• 1,3-Dichloropropene
• Quinolinic acid
• Chromium picolinate
• Quinclorac
• Dichloroacetic acid
• Clopyralid (2-hydroxyethyl)ammonium
• PICLORAM METHYL ESTER
• Tetrachloropyridine-2-carboxylic acid
• Clopyralid acid, methyl ester,CLOPYRALID METHYL ESTER
• Picloram