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Chemical Identification
Common Name
Cyfluthrin
中文通用名
氟氯氰菊酯
IUPAC
(RS)-α-cyano-4-fluoro-3-phenoxybenzyl (1RS,3RS;1RS,3SR)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
or
(RS)-α-cyano-4-fluoro-3-phenoxybenzyl (1RS)-cis-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
CAS
cyano(4-fluoro-3-phenoxyphenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
CAS No.
68359-37-5
Molecular Formula
C22H18Cl2FNO3
Molecular Structure
Activity
Cyfluthrin is a synthetic pyrethroid insecticide that has both contact and stomach poison action. It is a non-systemic chemical used to control cutworms, ants, silverfish, cockroaches, termites, grain beetles, weevils, mosquitoes, fleas, flies, corn earworms, tobacco budworm, codling moth, European corn borer, cabbageworm, loopers, armyworms, boll weevil, alfalfa weevil, Colorado potato beetle, and many others. Its primary agricultural uses have been for control of chewing and sucking insects on crops such as cotton, turf, ornamentals, hops, cereal, corn, deciduous fruit, peanuts, potatoes, and other vegetables. Cyfluthrin is also used in public health situations and for structural pest control
CropUse
crops such as cotton, turf, ornamentals, hops, cereal, corn, deciduous fruit, peanuts, potatoes, and other vegetables.
Pest Spectrum
control cutworms, ants, silverfish, cockroaches, termites, grain beetles, weevils, mosquitoes, fleas, flies, corn earworms, tobacco budworm, codling moth, European corn borer, cabbageworm, loopers, armyworms, boll weevil, alfalfa weevil, Colorado potato beetle, and many others.
Formulation
DC = Dispersible concentrate
FK = Smoke candle
GR = Granule
WP = Wettable powder
Premix
Imidacloprid+cyfluthrin
Cyfluthrin+phoxim
Clothianidin+Cyfluthrin
Clothianidin+beta-cyfluthrin
Beta-cyfluthrin+Chlorpyrifos
Allethrin+cyfluthrin+Piperonyl butoxide
Abamectin-aminomethyl+Cyfluthrin
Aerosol, emulsifiable concentrate, granule, oil in water emulsion, ultra low volume, wettable powder. Premix Parters: S-bioallethrin piperonyl butoxide; oxydemeton-methyl.
Physical Properties
Molecular weight:434.3; Physical form:Colourless crystals; ( tech. is a brown, oily, viscous mass, with crystalline parts). Density:1.28 (20 °C); Composition:Comprises a mixture of four diastereoisomeric pairs of enantiomers: I (R)-a-cyano-4-fluoro-3-phenoxybenzyl (1R)-cis-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate + (S)-a, (1S Melting point:(I) 64 °C; (II) 81 °C; (III) 65 °C; (IV) 106 °C; tech., c. 60 °C; Flash point:107 °C ( tech.); Vapour pressure:(I) 9.6×10-4; (II) 1.4×10-5; (III) 2.1×10-5; (IV) 8.5×10-5 (all in mPa, 20 °C); Henry constant:(I) 1.9×10-1; (II) 2.9×10-3; (III) 4.2×10-3; (IV) 1.3×10-2 (all in Pa m3 mol-1, 20 °C); Partition coefficient(n-octanol and water):logP: (I) 6.0; (II) 5.9; (III) 6.0; (IV) 5.9 (all 20 °C); Solubility:Diastereoisomer I: In water 2.5 ( pH 3), 2.2 ( pH 7) (both in μg/l, 20 °C). In dichloromethane, toluene >200, n-hexane 10-20, isopropanol 20-50 (all in g/l, 20 °C). Diastereoisomer II: In water 2.1 ( Stability:Thermally stable at room temperature. In water, DT50 for diastereoisomer I: 36, 17, 7; II 117, 20, 6; III 30, 11, 3; IV 25, 11, 5 (all in days, pH 4, 7, 9 respectively, 22 °C). Tech grade is mixture of 4 diastero-isomeric enantiomer pairs (I-IV). Barely soluble in n-hexane, 2-propanol. Readily soluble in dichloromethane, toluene.
Toxicology
Oral:Acute oral LD50 for rats c. 500 mg/kg(in xylol), c. 900 mg/kg (PEG 400), c. 20 mg/kg (water/cremo Percutaneous:Acute percutaneous LD50 (24 h) for male and female rats >5000 mg/kg. Non-irritating to skin; mildly irritating to eyes (rabbits). Inhalation: LC50 (4 h) for male and female rats 0.5 mg/l air (aerosol).
Environmental Profile
Ecotoxicology: 
Algae: ErC50 for Scenedesmus subspicatus >10 mg/l.Bees:Toxic to honeybees.Birds:Acute oral LD50 for bobwhite quail >2000 mg/kg.Daphnia: LC50 (48 h) 0.00016-0.0027 mg/l.Fish: LC50 (96 h) for golden orfe 0.0032, rainbow trout 0.0006-0.0029, carp 0.022, bluegill sunfish 0.0015 mg/l.Worms: LC50 for Eisenia foetida >1000 mg/kg dry soil. 
Environmental fate: 
Animals:Cyfluthrin was largely and very quickly eliminated; 98% of the administered amount was eliminated after 48 h via the urine and the faeces.Soil:Degradation in different soils is rapid. The leaching behaviour can be classified as immobile. The metabolites of cyfluthrin are subject to further microbial degradation to the point of mineralisation to CO2.Plant:Since cyfluthrin is not systemic, it penetrates only slightly into the plant tissues and is hardly translocated into other parts of the plant. The concentration is very low and can be neglected. 
WATER SOLUBILITY: 0.002 ppm
Transport Information
Signal Word:CAUTION; Hazard Class:Ib (Highly hazardous)

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