Flupyradifurone

Flupyradifurone is a systemic butenolide insecticide developed by Bayer CropScience under the name Sivanto. Flupyradifurone protects crops from sap-feeding pests such as aphids and is safer for non-target organisms compared to other insecticides. Sivanto was launched in 2014 since it obtained its first commercial registration in central America (Guatemala and Honduras). Insecticide Resistance Action Committee (IRAC) classified Flupyradifurone as 4D subset (butenolide) and it is the first pesticide in the butenolide category. It was approved by European Union in 2015.

Flupyradifurone
Names
IUPAC name
4-[(6-Chloropyridine-3-yl)methyl](2,2-difluoroethyl)amino}furan-2(5H)-one
Other names
Flupyradifurone, Sivanto
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.231.094
EC Number
  • 804-373-8
UNII
  • InChI=1S/C12H11ClF2N2O2/c13-10-2-1-8(4-16-10)5-17(6-11(14)15)9-3-12(18)19-7-9/h1-4,11H,5-7H2
    Key: QOIYTRGFOFZNKF-UHFFFAOYSA-N
  • C1C(=CC(=O)O1)N(CC2=CN=C(C=C2)Cl)CC(F)F
Properties
C12H11ClF2N2O2
Molar mass 288.68 g·mol−1
Appearance White to beige solid
Odor None
Density 1.43 g/mL
Melting point 69 °C (156 °F; 342 K)
3.2 g/L (pH 4)

3.0 g/L (pH 7)

Solubility in Other 0.0005 g/L (n-Heptane)

>250 g/L (Methanol)

Hazards
GHS labelling:
Warning
H302, H373, H410
P260, P264, P270, P273, P301+P312, P314, P330, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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