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188489-07-8

188489-07-8 Structure

188489-07-8 Structure
IdentificationBack Directory
[Name]

FLUFENPYR-ETHYL
[CAS]

188489-07-8
[Synonyms]

s-3153
FLUFENPYR-ETHYL
FLUFENPYL-ETHYL STANDARD
Flufenpyr-ethyl Standard
flufenpyr-ethyl (bsi, pa iso)
FLUFENPYR-ETHYL ISO 9001:2015 REACH
Flufenpyr-ethyl@100 μg/mL in Acetonitrile
Flufenpyr-ethyl@1000 μg/mL in Acetonitrile
Acetic acid, 2-[2-chloro-4-fluoro-5-[5-methyl-6-oxo-4-(trifluoromethyl)-1(6H)-pyridazinyl]phenoxy]-, ethyl ester
[Molecular Formula]

C16H13ClF4N2O4
[MDL Number]

MFCD07363862
[MOL File]

188489-07-8.mol
[Molecular Weight]

408.73
Chemical PropertiesBack Directory
[Boiling point ]

440.1±55.0 °C(Predicted)
[density ]

1.45±0.1 g/cm3(Predicted)
[pka]

-3.03±0.60(Predicted)
[EPA Substance Registry System]

Flufenpyr-ethyl (188489-07-8)
Hazard InformationBack Directory
[Definition]

ChEBI: An ethyl ester resulting from the formal condesnation of the carboxy group of flufenpyr with ethanol. It is used as a contact herbicide for the control of broad-leaved weeds. It acts as a protoporphyrinogen oxidase inhibitor, causing protoporphyrins to acc mulate, damaging the membrane structure and cellular function. No longer approved for use in the European Union.
[Production Methods]

Flufenpyr-ethyl is commercially produced through a multi-step synthesis involving the condensation of 2-(4-chloro-2-fluoro-5-hydroxyphenyl)-4-methyl-5-(trifluoromethyl)-3(2H)-pyridazinone with ethyl bromoacetate. This reaction forms the ethyl ester of a phenoxyacetic acid derivative, incorporating a pyridazinone ring with multiple halogen substitutions for enhanced herbicidal activity. The synthesis is typically carried out under reflux in polar aprotic solvents, followed by purification steps such as crystallisation or chromatography.
[Mechanism of action]

Protoporphyrinogen oxidase inhibitor
[Pesticide Type]

Herbicide
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