Pyroxasulfone

Pyroxasulfone
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
CAS Number	447399-55-5;
3D model (JSmol)	Interactive image;
Beilstein Reference	11328918
ChEMBL	ChEMBL2251728;
ChemSpider	9731687;
ECHA InfoCard	100.226.874
EC Number	800-417-5;
PubChem CID	11556910;
UNII	04XP114422;
CompTox Dashboard (EPA)	DTXSID4058104 ;
	InChI 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;
	SMILES CC1(CC(=NO1)S(=O)(=O)CC2=C(N(N=C2C(F)(F)F)C)OC(F)F)C;
Properties
Chemical formula	C12H14F5N3O4S
Molar mass	391.31 g·mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H372, H410
Precautionary statements	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). Infobox references

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^[update] 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.^[1] 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)^[2]

References

^ Nakatani, Masao; Yamaji, Yoshihiro; Honda, Hisashi; Uchida, Yukio (2016). "Development of the novel pre-emergence herbicide pyroxasulfone". Journal of Pesticide Science. 41 (3): 107–112. doi:10.1584/jpestics.J16-05. PMC 6140635. PMID 30363083.
^ Hopkins, Matt (19 March 2013). "What the Heck Is Pyroxasulfone Anyway?". CropLife.

References

Further reading