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Chemical Identification
Common Name
Clodinafop-propargyl
中文通用名
炔草酯
IUPAC
prop-2-ynyl (R)-2-[4-(5-chloro-3-fluoro-2-pyridyloxy)phenoxy]propionate
CAS
2-propynyl (2R)-2-[4-[(5-chloro-3-fluoro-2-pyridinyl)oxy]phenoxy]propanoate
CAS No.
105512-06-9
Molecular Formula
C17H13ClFNO4
Molecular Structure
Category
Activity
Herbicide.
Clodinafop-propargyl is a post-emergence herbicide that is absorbed by the leaves of plants. Clodinafop-propargyl converts from the ester to the active acid and then Clodinafop-propargyl inhibits the enzyme acetyl co-enzyme A carboxylase (ACCase), which is responsible for synthesising lipids.

Treatment causes yellowed leaves, stunted growth and death within eight days of application. The product is suitable for spring or autumn application, although the speed of action is slower in cooler conditions. It is effective against wild oats up to the six-leaf stage, allowing a wide window of application and is highly selective in wheat. The use of an additive, such as mineral oil, is recommended. The product is used with the safener, cloquintocet-mexyl, in wheat, rye and triticale.

Clodinafop-propargyl does not control broadleaf weeds, but it can be tank-mixed with a wide range of broadleaf herbicides, including bromoxynil, chlorsulfuron, fluoroxypyr, MCPA, prosulfuron, dicamba, 2,4-D, clopyralid and metsulfuron-methyl.
CropUse
Crop uses:
Barley, rye, rice, soybeans, triticale, Wheat

Cereals

40-60 g ai/ha (with safener)

Rice

50 g ai/ha

Soybeans

80 g ai/ha

Used for post-emergence control of annual grasses, including Avena, Lolium, Setaria, Phalaris and Alopecurus, in cereals, at 30-60 g/ ha.

Premix
Pinoxaden+clodinafop-propargyl
Fluroxypyr+clodinafop-propargyl
Bensulfuron-methyl+carfentrazone-ethyl+clodinafop-propargyl
Florasulam+Clodinafop-propargyl
CLOQUINTOCET-MEXYL+CLODINAFOP-PROPARGYL
Bensulfuron-methyl+Fluoroglycofen-ethyl+Clodinafop-propargyl
Mesosulfuron-methyl+Clodinafop-propargyl
Flucarbazone-Na+Clodinafop-propargyl
Clodinafop-propargyl+Carfentrazone-ethyl+Fluroxypyr-meptyl
Isoproturon+Clodinafop-propargyl+Flucarbazone-Na
2,4-D-ethylhexyl+Clodinafop-propargyl+Florasulam

Type

AI concn

Emulsifiable concentrate (EC)

22.3% (w/v)

Emulsifiable concentrate, wettable powder. Premix Parters: benzofenap; dimethachlor napropamide; ethalfluralin; metazachlor; propanil.
Physical Properties
Molecular weight:349.8. Physical form:Colourless crystals. Density:1.37 (20 °C); Composition:(R)- isomer. Melting point:59.5 °C; ( tech., 48.2-57.1 °C); Vapour pressure:3.19×10-3 mPa (25 °C) ( OECD 104); Henry constant:2.79×10-4 Pa m3 mol-1 ( calc.); Partition coefficient(n-octanol and water):logP = 3.9 (25 °C); Solubility:In water 4.0 mg/l (25 °C). In ethanol 97, acetone 880, toluene 690, n-hexane 0.0086, n-octanol 25 (all in g/l, 25 °C). Stability:Relatively stable in acidic media at 50 °C, hydrolyses in alkaline media; DT50 (25 °C) 64 h ( pH 7), 2.2 h ( pH 9). Solubility at 25°C: ethanol 97 g/l, acetone 880 g/l, toluene 690 g/l, n-hexane 0.0086 g/l, n-octanol 25 g/l.
Toxicology

Oral:Acute oral LD50 for rats 1829 mg/kg, mice >2000 mg/kg. Percutaneous:Acute percutaneous LD50 for rats >2000 mg/kg. Non-irritating to eyes and skin (rabbits). May cause skin sensitisation (guinea pigs). Inhalation: LC50 (4 h) for rats 2.325 mg/l air. Phytotoxicity:Low toxicity to spring and winter wheat. ADI:( JMPR) 0.01 mg/kg

Environmental Profile

Ecotoxicology: 
Algae: EC50 (96-120 h) for Scenedesmus subspicatus 25, Microcystis >65.5, Navicula 6.8 mg/l.Bees: LD50 (48 h, oral and contact) >100 μg/bee.Birds: LD50 (8 d) for mallard ducks >2000, bobwhite quail >1455 mg/kg.Daphnia: LC50 (48 h) >74 mg/l.Fish: LC50 (96 h) for rainbow trout 0.39, carp 0.46, catfish 0.43 mg/l.Worms: LC50 for earthworms 210 mg/kg. 
Environmental fate: 
Animals:Hydrolysed to the corresponding acid.Soil:In soil, undergoes rapid degradation to the free acid ( DT50 <2 h) and then further to phenyl and pyridine moieties which are bound to the soil and mineralised. 
WATER SOLUBILITY: 4 mg/l at 25°C.

Mallard duck

LD50 >2,000 mg/kg

Bobwhite quail

LD50 >1,455 mg/kg

Rainbow trout [96 hrs]

LC50 0.39 mg/litre

Bee [48 hrs contact]

LD50 >100 μg/bee

Daphnia[48 hrs]

LC50 >74 mg/litre

Fate in :
On an acute basis, clodinafop-propargyl was found to be practically non-toxic to birds, slightly toxic to small mammals and practically non-toxic to honey bees. It is, however, highly toxic to freshwater fish and moderately toxic to freshwater invertebrates. The primary degradate (CGA-193469) is moderately toxic to freshwater invertebrates (EC50 >9.2 mg/L).

Fate in :
Based on the estimated environmental concentrations (EECs) of clodinafop-propargyl and its acid metabolite, the use of Discover is not expected to pose a risk to non-target organisms, with the exception of non-target plants. There is a concern for endangered terrestrial plants inhabiting dry and semi-aquatic areas adjacent to wheat fields when Discover is applied by air.

Fate in soil:
Hydrolysis (half-life):
184 days (pH 5), 2.7 days (pH 7), 2.2 hours (pH 9)
Soil photolysis:
No significant degradation of the parent compound
Soil metabolism:
half-life (parent)= 0.5 to 1.5 days (aerobic)
half-life (CGA-193469)= 33.6 days (aerobic)
Aquatic metabolism:
half-life = 513 days (anaerobic)
Soil mobility:
Parent; mobile in low organic soil, immobile in high organic soil
CGA-193469: highly mobile in low to moderate organic soils (metabolite)

Fate in :
The likelihood of drinking water contamination by the parent compound is low due to high sorption and rapid degradation in the environment. However, the major product (CGA-193469), is persistent and highly mobile in low and moderate organic matter soils and has the potential to contaminate drinking water.

Transport Information
Signal Word:CAUTION; Hazard Class:III (Slightly hazardous)

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