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flumethrin
Sign in to saveFlumethrin is a pyrethroid insecticide and acaricide. It is used externally in veterinary medicine against parasitic insects and ticks on cattle, sheep, goats, horses, and dogs, and the treatment of parasitic mites in honeybee colonies.
Chemical data
- Formula
- C28H22Cl2FNO3
- Molecular weight
- 510.4 g/mol
- IUPAC name
- [cyano-(4-fluoro-3-phenoxyphenyl)methyl] 3-[(Z)-2-chloro-2-(4-chlorophenyl)ethenyl]-2,2-dimethylcyclopropane-1-carboxylate
- SMILES
- CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)/C=C(/C4=CC=C(C=C4)Cl)\Cl)C
- InChIKey
- YXWCBRDRVXHABN-JCMHNJIXSA-N
- XLogP
- 7.6
- Polar surface area
- 59.3 Ų
- H-bond donors
- 0
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Wikidata facts
- Mass
- 509.096
- Has use
- insecticide
Show 3 more facts
- chemical formula
- C₂₈H₂₂Cl₂FNO₃
- canonical SMILES
- CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)C=C(C4=CC=C(C=C4)Cl)Cl)C
- isomeric SMILES
- CC1(C(C1C(=O)OC(C#N)C2=CC(=C(C=C2)F)OC3=CC=CC=C3)/C=C(/C4=CC=C(C=C4)Cl)\Cl)C
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Chemistry
- Uses
- See also
- References
Flumethrin is a pyrethroid insecticide and acaricide. It is used externally in veterinary medicine against parasitic insects and ticks on cattle, sheep, goats, horses, and dogs, and the treatment of parasitic mites in honeybee colonies.
==Chemistry== Flumethrin is a complex mixture of stereoisomers. The molecule contains three asymmetric carbon atoms, there is cis-trans isomerism at the cyclopropane ring, and E/Z isomerism at the carbon-carbon double bond of the alkene. So there are 16 different isomers. Commercial flumethrin typically contains 92% of the trans isomers on the cyclopropane ring and the Z configuration at the olefinic carbon-carbon double bond and 8% of the isomer with cis geometry on the cyclopropane ring and the Z configuration at the olefinic carbon-carbon double bond.
Excerpted from Wikipedia’s “flumethrin” article, available under the CC BY-SA 4.0 licence.