* First evaluation
Flumethrin is pyrethroid acaracide composed of a mixture of two diasterioisomers (trans-Z-1 and trans-Z-2, with an approximate ratio 55:45) formed by the reaction of 4-fluoro-3-phenoxybenzaldehyde and trans-(E)-3-[2-chloro-2-(4-chlorophenyl)vinyl-2,2-dimethylcyclopropanecarboxylic acid chloride in the presence of cyanide.
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ISO common name: |
flumethrin |
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Chemical name |
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IUPAC: |
(R, S)-a -cyano-4-fluoro-3-phenoxybenzyl 3 -(b,4-dichlorostyryl)-2,2-dimethylcyclopropanecarboxylate |
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CA: |
cyano(4-fluoro-3-phenoxyphenyl)methyl 3-[2-chloro-2-(4-chlorophenyl)ethenyl]-2,2- dimethylcyclopropanecarboxylate |
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CAS No.: |
69770-45-2 |
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Synonyms: |
Bayticol; Bay VI 6045; FCR 1622; BAY Vq 1950; FCR 2769 |
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Structural formula: |
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Molecular formula: |
C28H22Cl2FNO3 |
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Molecular weight: |
510.4 |
Physical and chemical properties (Krohn, 1995)
Pure active ingredient (98%. except determination of density)
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Vapour pressure: | ||
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Sum of Z-1 and Z-2 partial v.p. |
at 20°C <10-11 hPa | |
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at 25°C <10-10 hPa | ||
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Sum of Z-1 and Z-2 saturation v.p. |
at 20°C <2 X 10-4 mg/m3 | |
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at 25°C <2X 10-3 mg/m3 | ||
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Melting point: |
not provided | |
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Octanol/water partition coefficient: |
POW 1,600,000; log POW = 6.2 | |
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Solubility: |
Z-1 |
Z-2 |
Z-1 + Z-2 | |
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(20°C, mg/l) | ||||
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water (pure) |
0.1 |
0.1 |
0.2 |
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water (1% NaCl) |
<0.03 |
<0.03 |
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water (pH 4 or 7 buffered) |
<0.03 |
<0.03 |
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(Decreased solubility stated to be due to salinity, not to pH) | |||
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water (pH 9 buffered) |
Hydrolysed |
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(20°C, g/l) |
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n-heptane |
11 |
8 |
19 |
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xylene |
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>250 |
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1,2-dichloroethane |
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>250 |
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2-propanol |
36 |
29 |
65 |
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1-octanol |
69 |
56 |
130 |
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polyethylene glycol |
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100-200 |
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acetone |
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>250 |
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dimethylformamide |
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>250 |
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acetonitrile |
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>250 |
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ethyl acetate |
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>250 |
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dimethyl sulfoxide |
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>250 |
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Density (95% material): |
1.28 g/cm3 at 20°C |
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Hydrolysis: |
hydrolysed at pH 9 |
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Photolysis: |
No information |
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Boiling point: |
>250°C, under decomposition |
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Thermal stability: |
Differential thermal analysis (DTA) and thermogravimetric analyses (TGA) were employed, using OECD Guidelines. DTA indicated exothermic reaction above 270°C under nitrogen and 220°C in air. With TGA, weight loss started above 200°C in air and above 230°C in nitrogen. |
Technical material
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Purity |
Assay 90-100% |
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Sum of all by-products max. 10% |
Formulations
6% EC solution (UK label for treatment of sheep provided).
75 g flumethrin/l liquid hydrocarbon solvent (solvent density 745 g/l, so 10% w/v ai) cattle dip and spray for cattle tick (Australian label provided).
10 g flumethrin/l pour-on solution for cattle tick and Buffalo fly control (Australian label provided).
Strip for pest control in bee hives (label provided).
