Flufenacet is an oxyacetanilide herbicide applied before crops have emerged.[1][2]

Flufenacet
Names
Preferred IUPAC name
N-(4-Fluorophenyl)-N-(propan-2-yl)-2-{[5-(trifluoromethyl)-1,3,4-thiadiazol-2-yl]oxy}acetamide
Other names
Fluthiamide; Thiafluamide
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.127.787 Edit this at Wikidata
UNII
  • InChI=1S/C14H13F4N3O2S/c1-8(2)21(10-5-3-9(15)4-6-10)11(22)7-23-13-20-19-12(24-13)14(16,17)18/h3-6,8H,7H2,1-2H3
    Key: IANUJLZYFUDJIH-UHFFFAOYSA-N
  • InChI=1/C14H13F4N3O2S/c1-8(2)21(10-5-3-9(15)4-6-10)11(22)7-23-13-20-19-12(24-13)14(16,17)18/h3-6,8H,7H2,1-2H3
    Key: IANUJLZYFUDJIH-UHFFFAOYAX
  • CC(C)N(c1ccc(cc1)F)C(=O)COc2nnc(s2)C(F)(F)F
Properties
C14H13F4N3O2S
Molar mass 363.33 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

In the model plant Arabidopsis thaliana it causes similar symptoms to the fiddlehead mutant.[3]

References

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  1. ^ Rouchaud, J.; Neus, O.; Eelen, H.; Bulcke, R. (2001). "Persistence, Mobility, and Adsorption of the Herbicide Flufenacet in the Soil of Winter Wheat Crops". Bulletin of Environmental Contamination and Toxicology. 67 (4): 609–616. Bibcode:2001BuECT..67..609R. doi:10.1007/s001280167. PMID 11779079. S2CID 8544255.
  2. ^ No shortage of key per-emergence herbicide | News | Farmers Guardian
  3. ^ Lechelt-Kunze, C.; Meissner, R. C.; Drewes, M.; Tietjen, K. (2003). "Flufenacet herbicide treatment phenocopies the fiddlehead mutant in Arabidopsis thaliana". Pest Management Science. 59 (8): 847–856. doi:10.1002/ps.714. PMID 12916765.
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  • Flufenacet in the Pesticide Properties DataBase (PPDB)