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Common name tefluthrin (BSI, ANSI, draft E-ISO); téfluthrine ((f) draft F-ISO)
IUPAC name 2,3,5,6-tetrafluoro-4-methylbenzyl (Z)-(1RS,3RS)-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate
Roth: 2,3,5,6-tetrafluoro-4-methylbenzyl (Z)-(1RS)-cis-3-(2-chloro-3,3,3-trifluoroprop-1-enyl)-2,2-dimethylcyclopropanecarboxylate
Chemical Abstracts name [1a,3a(Z)]-(?-(2,3,5,6-tetrafluoro-4-methylphenyl)methyl 3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropanecarboxylate
CAS RN [79538-32-2]
PHYSICAL CHEMISTRY
Composition Tech. material is c. 92% pure. Mol. wt. 418.7 M.f. C17H14ClF7O2 Form Colourless solid; (tech., off-white). M.p. 44.6 ºC; (tech., 39-43 ºC) B.p. 156 ºC/1 mmHg V.p. 8.4 mPa (20 ºC); 50 mPa (40 ºC) KOW logP = 6.4 (20 ºC) Henry 2 ´ 102 Pa m3 mol-1 (calc.) S.g./density 1.48 g/ml (25 ºC) Solubility In water 0.02 mg/l (purified and buffered, pH 5 and 9, 20 ºC). In acetone, hexane, toluene, dichloromethane, ethyl acetate >500, methanol 263 (all in g/l, 21 ºC). Stability Stable for at least 9 months at 15-25 ºC. Stable for >84 days at 50 ºC. Stable to hydrolysis at pH 5-7 for >30 days. At pH 9, 7% hydrolysis in 30 days. At pH 7, 27-30% loss in aqueous solution exposed to sunlight for 31 days. pKa >9 (hydrolysis prevents measurement) F.p. 124 ºC
APPLICATIONS
Uses Control of a wide range of soil insect pests, particularly those of the orders Coleoptera, Lepidoptera, and Diptera, in maize, sugar beet, wheat and other crops.