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Silafluofen

Summary

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

Silafluofen
Names
Preferred IUPAC name
(4-Ethoxyphenyl)[3-(4-fluoro-3-phenoxyphenyl)propyl]di(methyl)silane
Other names
Eflusilanat; Silonen
Identifiers
  • 105024-66-6 ☒N
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:39393 checkY
ChEMBL
  • ChEMBL493481 checkY
ChemSpider
  • 83448 checkY
ECHA InfoCard 100.100.662 Edit this at Wikidata
  • 92430
UNII
  • F4SX221ILG ☒N
  • DTXSID4057924 Edit this at Wikidata
  • 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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Infobox references

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]

References edit

  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.