Silafluofen is a fluorinated organosilicon pyrethroid insecticide.[1][2]

Silafluofen
Silafluofen.svg
Names
Preferred IUPAC name
(4-Ethoxyphenyl)[3-(4-fluoro-3-phenoxyphenyl)propyl]di(methyl)silane
Other names
Eflusilanat; Silonen
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.100.662 Edit this at Wikidata
UNII
  • InChI=1S/C25H29FO2Si/c1-4-27-21-13-15-23(16-14-21)29(2,3)18-8-9-20-12-17-24(26)25(19-20)28-22-10-6-5-7-11-22/h5-7,10-17,19H,4,8-9,18H2,1-3H3 checkY
    Key: HPYNBECUCCGGPA-UHFFFAOYSA-N checkY
  • InChI=1/C25H29FO2Si/c1-4-27-21-13-15-23(16-14-21)29(2,3)18-8-9-20-12-17-24(26)25(19-20)28-22-10-6-5-7-11-22/h5-7,10-17,19H,4,8-9,18H2,1-3H3
    Key: HPYNBECUCCGGPA-UHFFFAOYAS
  • Fc2ccc(cc2Oc1ccccc1)CCC[Si](c3ccc(OCC)cc3)(C)C
Properties
C25H29FO2Si
Molar mass 408.588 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Silafluofen is used agriculturally against soil-borne insects such as termites, and as a wood preservative. It is registered in Asia (India, Japan, Taiwan, Vietnam) since at least 1995 for crops such as drupes, tea and rice, but has not been notified or authorised in the European Union for example.[3][4]

ReferencesEdit

  1. ^ Sieburth, Scott McNeill; Manly, Charles J.; Gammon, Derek W. (1990). "Organosilane insecticides. Part I: biological and physical effects of isosteric replacement of silicon for carbon in etofenprox and MTI 800". Pesticide Science. 28 (3): 289–307. doi:10.1002/ps.2780280308.
  2. ^ Showell, G. A.; Mills, J. S. (2003). "Chemistry Challenges in Lead Optimization: Silicon Isosteres in Drug Discovery". Drug Discovery Today. 8 (12): 551–556. doi:10.1016/S1359-6446(03)02726-0. PMID 12821303.
  3. ^ "Silafluofen". EU Pesticides database. European Commission. Retrieved 26 January 2022.
  4. ^ Katsuda, Yoshio; Minamite, Yoshihiro; Vongkaluang, Charunee (December 2011). "Development of Silafluofen-Based Termiticides in Japan and Thailand". Insects. 2 (4): 532–539. doi:10.3390/insects2040532. PMC 4553446. PMID 26467832.