CARFENTRAZONE-ETHYL

Common name: Carfentrazone-ethyl

Chemical name:

ethyl(RS)-2-chloro-3-{2-chloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4- triazol-1-yl]-4-fluorophenyl}propionate ethylα,2-dichloro-5-[4-(difluoromethyl)-4,5-dihydro-3-methyl-5-oxo-1H-1,2,4-triazol-1-yl]-4-fluorobenzenepropanoate

Other names：Affinity, Aim, Shark( FMC Corp) Molecular formulae: C₁₅H₁₄Cl₂F₃N₃O₃ Chemical structure:

Physical and Chemical Properties:

Molecular weight:412.2; Physical form: Viscous yellow liquid. Density:1.457 (20 °C); Melting point:-22.1 °C; Flash point:>110 °C; Boiling point: 350-355°C at 760 mm Hg; Vapour pressure:1.6 ×10-2 mPa(25 °C); Henry constant:2.47×10-4 Pa m3 mol-1 (20 °C, calc.); Partition coefficient(n-octanol and water): logP = 3.36; Solubility: In water 12 mg/ml (20 °C), 22 mg/ml (25 °C), 23 mg/ml (30 °C). In toluene 0.9, hexane 0.03 (both in g/ml,  20 °C); miscible with acetone, ethanol, ethyl acetate and methylene chloride.; Stability: Hydrolytic DT50 3.6 h (pH 9), 8.6 d (pH 7), stable (pH 5). Aqueous photolytic DT50 8 d.

Purity: 90%, 95%

Uses: acerolas, almond hulls, avocados, atemoyas, bananas, barley, biridas, borage, brassicas, cactus, caneberries, canistels, cereals, cherimoyas, citrus, coconuts, coffee, cotton, custard apples, curcubits, feijoa, fig, fish, flax, forage, fodder, grapefruit, grapes, guavas, hay, hops, horseradish, jaboticas, Juneberries, kava, kiwi fruits, legumes, lingonberries, lychees, longans, maize, mangos, mulberries, mustard seeds, oats, okra, olives, palm heart leaves, passion fruits, papaya, pawpaw, peanuts, persimmon, pistachios, pome fruits, pomegranates, potatoes, pulasans, pummelos, rambutans, rape seeds, rice, root vegetables, tuber vegetables, rye, safflowers, salal, sapodillas, sapotes, shellfish, sorghum, soybeans, Spanish lime, star apples, star fruits, stone fruits,strawberries, stevia, sugar apples, sugar cane, sunflowers, tea, tree nuts, triticale, turf, corm vegetables, vanilla, vines, wheat

Mode of actions:

Post-emergence, contact herbicide for application to actively growing weeds.

Toxicology:

Oral: Acute oral LD₅₀ for female rats 5143 mg/kg. Percutaneous: Acute percutaneous LD₅₀ for rats >4000 mg/kg. Minimally irritating to eyes and non-irritating to skin (rabbits). No skin sensitisation (guinea pigs). Inhalation:LC₅₀ (4 h) for rats >5.09 mg/l. Phytotoxicity: Good tolerance in wheat, barley and rice. ADI:0.01 mg/kg.

Environmental Profile:

Ecotoxicology: Algae:EC₅₀12-18 mg/l, depending on species.Bees:LD₅₀ (oral) >35; (contact) >200 mg/bee. Birds: LD₅₀ for quail >1000 mg/kg. LC₅₀ for quail and ducks >5000 ppm.Daphnia:EC₅₀ (48 h) 9.8 mg/l.Fish:LC₅₀(96 h) 1.6-43 mg/l, depending on species,LC50 1.6 mg/l (96 h)(rainbow trout),2.0 mg/l (96 h) (bluegill).Worms:LC₅₀ >820 mg/kg soil. Other aquatic spp.:EC₅₀(96 h) for eastern oyster 2.05, mysid shrimp 1.16 ppm. Dietary LC50 (8 day) >5620 ppm (mallard, bobwhite quail). Environmental fate: Animals: In rats, c. 80% of the administered dose is rapidly absorbed and excreted in the urine within 24 h. The major metabolite was the corresponding acid. Further metabolism appears to involve oxidative hydroxylation of the methyl group or dehydrochlor Soil: Broken down in the soil by microbial action; not susceptible to photodecomposition nor volatility following soil application. Strongly adsorbed to sterile soils (K_oc 750 at 25 °C). In non-sterile soils, rapidly converted to tPlant: Rapidly converted to the free acid, which is hydroxylated and then oxidised at the triazolinone methyl to form the dibasic acid; DT₅₀ (carfentrazone-ethyl) <7 d, DT₅₀ (carfentrazone) <28 d.

Fate in:

Carfentrazone is classed as practically non-toxic to mallard duck and bobwhite quail on an acute and sub-acute basis. It is moderately toxic to rainbow trout, bluegill sunfish, eastern oyster and mysid shrimp. It is highly toxic to aquatic plants.

Fate in soil:

Carfentrazone-ethyl is primarily degraded by microbes; soil half-life (field) = 2-5 days. Aerobic soil metabolism half-life = 1.3 days

Anaerobic soil metabolism half-life = 0.3 - 0.8 days

Carfentrazone-ethyl is immobile in loamy-sand, sandy clay loam and silt loam soils

Fate in aquatic systems:

The photolytic half-life in water is 8.3 days.

Hydrolysis; half-life at pH 5 = stable, at pH 7 = 8.6 days, at pH 9 = 3.6 hours Carfentrazone-ethyl breaks down rapidly in the environment and the metabolites are persistent in terrestrial and aquatic systems. With its low application rate, low residue levels are expected in surface water and groundwater but are not expected to trigger acute or chronic risk levels for non-target plants or animals.

WATER SOLUBILITY: 12 μg/ml at 20°C, 22 μg/ml at 25°C, 23 μg/ml at 30°C.

Transport Information:

Hazard Class: III (Slightly hazardous)

Straight Formulated Products:

Carfentrazone 10% EC,

Carfentrazone 40% EC,

Carfentrazone 10% WP,

Carefentrazone 40% WDG.

Mixtures:

Metsulfuron-methyl+carfentrazone-ethyl Tribenuron-methyl+carfentrazone-ethyl Bensulfuron-methyl+carfentrazone-ethyl Carfentrazone-ethyl+quinclorac Fluroxypyr+carfentrazone-ethyl

Bensulfuron-methyl+carfentrazone-ethyl+clodinafop-propargyl Bentazone+carfentrazone-ethyl

Carfentrazone-ethyl+Florasulam carfentrazone-ethyl+chlorimuron-ethyl

Tribenuron Methyl+Carfentrazone-ethyl+Fluroxypyr-meptyl MCPA-sodium+Carfentrazone-ethyl