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Pyroxasulfone
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Pyroxasulfone

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Pyroxasulfone
Pyroxasulfone.png
Names
Preferred IUPAC name
3-{[5-(Difluoromethoxy)-1-methyl-3-(trifluoromethyl)-1H-pyrazol-4-yl]methanesulfonyl}-5,5-dimethyl-4,5-dihydro-1,2-oxazole
Identifiers
3D model (JSmol)
11328918
ChEMBL
ChemSpider
ECHA InfoCard 100.226.874
EC Number
  • 800-417-5
PubChem CID
UNII
  • InChI=1S/C12H14F5N3O4S/c1-11(2)4-7(19-24-11)25(21,22)5-6-8(12(15,16)17)18-20(3)9(6)23-10(13)14/h10H,4-5H2,1-3H3
    Key: CASLETQIYIQFTQ-UHFFFAOYSA-N
  • CC1(CC(=NO1)S(=O)(=O)CC2=C(N(N=C2C(F)(F)F)C)OC(F)F)C
Properties
C12H14F5N3O4S
Molar mass 391.31 g·mol−1
Hazards
GHS labelling:
GHS08: Health hazardGHS09: Environmental hazard
Danger
H372, H410
P260, P264, P270, P273, P314, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pyroxasulfone is a pre-emergence herbicide that inhibits the production of very long chain fatty acids in plants. The structure of the existing herbicide thiobencarb served as the basis for development but pyroxasulfone requires a lower dose (100–25 g/ha) and is more stable resulting in longer efficacy. As of 2016 it had been registered for use in Japan, Australia, USA, Canada, Saudi Arabia and South Africa and was used on crops including maize, soybean, wheat and cotton. In 2015 it was applied to over 6 million hectares of land. Pyroxasulfone is from a novel chemical class but has a similar mode of action to acetamide herbicides such as metolachlor, acetochlor and dimethenamid. It is mainly used to control annual grasses but is also effective against broadleaf weeds including lambsquarters (Chenopodium berlandieri), pigweed and waterhemp (both Amaranthus species) and black nightshade (Solanum nigrum)

Further reading


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