Fluridone

Fluridone is an organic compound that is used as aquatic herbicide often used to control invasive plants. It is used in the United States to control hydrilla and Eurasian watermilfoil among other species. Fluridone is sold as a solution and as a slow release solid because the herbicide level must be maintained for several weeks. The compound is a colorless solid.

Fluridone
Names
Preferred IUPAC name
1-Methyl-3-phenyl-5-[3-(trifluoromethyl)phenyl]pyridin-4(1H)-one
Other names
Sonar; Avast!; Whitecap
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.056.269
KEGG
PubChem CID
UNII
  • InChI=1S/C19H14F3NO/c1-23-11-16(13-6-3-2-4-7-13)18(24)17(12-23)14-8-5-9-15(10-14)19(20,21)22/h2-12H,1H3
    Key: YWBVHLJPRPCRSD-UHFFFAOYSA-N
  • InChI=1/C19H14F3NO/c1-23-11-16(13-6-3-2-4-7-13)18(24)17(12-23)14-8-5-9-15(10-14)19(20,21)22/h2-12H,1H3
    Key: YWBVHLJPRPCRSD-UHFFFAOYAR
SMILES
  • FC(F)(F)c1cccc(c1)-c2cn(C)cc(c2=O)-c3ccccc3
Properties
C19H14F3NO
Molar mass 329.3 g/mol
Appearance colorless solid
Melting point 154.5 °C (310.1 °F; 427.6 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

The compound was first reported as a possible herbicide for cotton fields in 1976. It was registered with the U.S. Environmental Protection Agency in 1986 and has low toxicity to animals with no restrictions on swimming or drinking in treated water bodies. Fluridone breaks down in the environment over days or weeks with the major degradation product being N-methyl formamide. The half-life of fluridone in soils and sediments has been estimated at nine months. Fluridone degradation in soil and saturated sediment has been correlated with temperature and clay content, while fluridone degradation in water is largely dependent on UV light exposure. Fluridone transport through the soil, vadose zone, and aquifer is limited by its strong sorbance to organic matter.

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