Transfluthrin

NOMENCLATURE
Common name: transfluthrin
IUPAC name: 2,3,5,6-tetrafluorobenzyl (1R,3S)-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
Roth: 2,3,5,6-tetrafluorobenzyl (1R)-trans-3-(2,2-dichlorovinyl)-2,2-dimethylcyclopropanecarboxylate
Chemical Abstracts name: (1R-trans)-(2,3,5,6-tetrafluorophenyl)methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylate
CAS RN: [118712-89-3]
EEC no.: 405-060-5

PHYSICAL CHEMISTRY
Composition: Tech. is 93%. Mol. wt.: 371.2; M.f.: C₁₅H₁₂Cl₂F₄O₂; Form: Colourless crystals. M.p.: 32 ^oC; B.p.: 135 ^oC/0.1 mbar; V.p.: 4.0x10-1 mPa (20 ^oC). KOW: logP = 5.46 (20 ^oC). Henry: 2.60 Pa m³ mol^-1 (calc.). S.g./density: 1.5072 g/cm³ (23 ^oC). Solubility: In water 5.7x10^-5 g/l (20 ^oC). In organic solvents >200 g/l. Stability: No decomposition after 5 h at 200 ^oC. DT50 in pure water (25 oC) >1 y (pH 5), >1 y (pH 7), 14 d (pH 9).

APPLICATIONS
Biochemistry: Effector on presynaptic voltage gate sodium channels in nerve membranes, causing knockdown effects in insects.
Mode of action: Insecticide active by inhalation and contact; also repellent.
Uses: Fast-acting insecticide against mosquitoes, flies, cockroaches and whitefly. Formulation types: AL; FU; VP; XX; Spraying cans; Vapouriser liquid; Mosquito coils.

MAMMALIAN TOXICOLOGY
Oral: Acute oral LD₅₀ for male and female rats >5000, male mice 583, female mice 688, hens >5000 mg/kg.
Skin and eye: Acute percutaneous LD₅₀ (24 h) for male and female rats >5000 mg/kg.
Inhalation: LC₅₀ (4 h) for male and female rats >513 mg/m³ air.
NOEL: (24 mo) for male and female rats 20 ppm, for male and female mice 100 ppm.
Toxicity class: WHO (a.i.) III (Table 5)
EC hazard: Xi; R38| N; R50, R53

ECOTOXICOLOGY
Birds: Acute oral LD₅₀ for Virginian tree quail (Colinus virginianus) and canary birds (Serinus canarius) >2000 mg/kg.
Fish: LC₅₀ (96 h) for golden orfe 1.25, rainbow trout 0.7 ug/l.
Daphnia: LC₅₀ (48 h) 0.0017 mg/l.
Algae: EC₅₀ (96 h) for Scenedesmus subspicatus >0.1 mg/l.

ENVIRONMENTAL FATE
Animals: Tetrafluorobenzoic acid and the glucuronate of tetrafluorobenzyl alcohol are formed.
Soil/Environment: In aquatic ecosystems, tetrafluorobenzyl alcohol and tetrafluorobenzoic acid are formed. DT₅₀ in water 2 d (in light), 8 d (in dark).