Flumioxazin

Herbicide From Wikipedia, the free encyclopedia

Flumioxazin is a synthetic herbicide used for control of broadleaf weeds in agricultural areas.[1] Valent U.S.A. Corporation, a division of Sumitomo Chemical, developed flumioxazin, which was approved by the U.S. EPA in 2001 for use on soybean and peanut crops.[2] Flumioxazin has gained popularity due to pesticide resistance toward earlier active ingredients.[3]

Quick facts Names, Identifiers ...
Flumioxazin
Names
IUPAC name
2-[7-fluoro-3-oxo-4-(prop-2-ynyl)-2H,4H-1,4-benzoxazin-6-yl]-4,5,6,7-tetrahydro-1H-isoindole-1,3(2H)-dione
Other names
Flumioxazine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.113.142 Edit this at Wikidata
EC Number
  • 600-425-7
KEGG
UNII
  • InChI=1S/C19H15FN2O4/c1-2-7-21-15-9-14(13(20)8-16(15)26-10-17(21)23)22-18(24)11-5-3-4-6-12(11)19(22)25/h1,8-9H,3-7,10H2
    Key: FOUWCSDKDDHKQP-UHFFFAOYSA-N
  • C#CCN1C(=O)COc2cc(F)c(N3C(=O)C4=C(CCCC4)C3=O)cc21
Properties
C19H15FN2O4
Molar mass 354.337 g·mol−1
Hazards
GHS labelling:
GHS08: Health hazardGHS09: Environmental hazard
Warning
H361d, H410
P203, P273, P280, P318, P391, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Flumioxazin is also used to control aquatic plants such as filamentous algae. In granular form, it is used to control of submerged plants, and as a direct foliar application it is used to control emergent and floating-leaf plants.[4]

Mode of action

Flumioxazin is an inhibitor of the enzyme protoporphyrinogen oxidase which then interferes with the plant's chlorophyll production.[5]

Flumioxazin's HRAC classification is Group G (Australia), Group E (global), or Group 14 (numeric).[6]

Manufacture

The production of flumioxazin involves the use of 2,4-difluoronitrobenzene as a crucial raw material.[3]

References

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