Oxyfluorfen

Oxyfluorfen is a chemical compound used as an herbicide. It is manufactured by Dow AgroSciences and Adama Agricultural Solutions under the trade names Goal and Galigan.[2] Oxyfluorfen is used to control broadleaf and grassy weeds in a variety of nut, tree fruit, vine, and field crops, especially wine grapes and almonds. It is also used for residential weed control.[2]

Oxyfluorfen
Names
IUPAC name
2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-(trifluoromethyl)benzene
Other names
Oxyfluorfen; Oxyfluorofen; 2-chloro-1-(3-ethoxy-4-nitrophenoxy)-4-trifluoromethylbenzene; 2-chloro-α,α,α-trifluoro-p-tolyl-3-ethoxy-4-nitrophenyl ether; Galigan; Goal; Goldate; Oxyfluorfene; Oxygold; Zoomer
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.050.876
EC Number
  • 255-983-0
KEGG
PubChem CID
InChI
  • InChI=1S/C15H11ClF3NO4/c1-2-23-14-8-10(4-5-12(14)20(21)22)24-13-6-3-9(7-11(13)16)15(17,18)19/h3-8H,2H2,1H3
    Key: OQMBBFQZGJFLBU-UHFFFAOYSA-N
SMILES
  • CCOC1=C(C=CC(=C1)OC2=C(C=C(C=C2)C(F)(F)F)Cl)[N+](=O)[O-]
Properties
Chemical formula
 C15H11ClF3NO4
Molar mass 361.702 g/mol
Hazards
GHS labelling:[1]
Pictograms
Signal word
 Warning
Hazard statements
 H410
Lethal dose or concentration (LD, LC):
5 g/kg (rat, oral)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Toxicity

Oxyfluorfen has low acute oral, dermal, and inhalation toxicity in humans. The primary toxic effects are in the liver and alterations in blood parameters (anemia).[2] It is classified as a possible human carcinogen.[2]

Environmental impact

Oxyfluorfen is classified as an environmental hazard under the GHS due to being "very toxic to aquatic life with long lasting effects".[1]

Oxyfluorfen is toxic to plants, invertebrates, and fish. Birds and mammals may also experience subchronic and chronic effects from oxyfluorfen.[2] It is persistent in soil and has been shown to drift from application sites to nearby areas.[2] It can contaminate surface water through spray drift and runoff.[2]

References
  1. "Oxyfluorfen". PubChem. National Center for Biotechnology Information. Retrieved 18 March 2022.
  2. "Oxyfluorfen RED Facts" (PDF). US EPA. October 2002.
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