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| Names | |
|---|---|
| Preferred IUPAC name 3-{methanesulfonyl}-5,5-dimethyl-4,5-dihydro-1,2-oxazole | |
| Identifiers | |
| CAS Number | |
| 3D model (JSmol) | |
| Beilstein Reference | 11328918 |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.226.874 
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| EC Number |
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| PubChem CID | |
| UNII | |
| CompTox Dashboard (EPA) | |
InChI
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SMILES
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| Properties | |
| Chemical formula | C12H14F5N3O4S |
| Molar mass | 391.31 g·mol |
| Hazards | |
| GHS labelling: | |
| Pictograms |  
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| 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 , 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 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)
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.
Further reading
- Yamaji, Yoshihiro; Honda, Hisashi; Kobayashi, Masanori; Hanai, Ryo; Inoue, Jun (2014). "Weed control efficacy of a novel herbicide, pyroxasulfone". Journal of Pesticide Science. 39 (3): 165–169. doi:10.1584/jpestics.D14-025.
- Tanetani, Yoshitaka; Kaku, Koichiro; Kawai, Kiyoshi; Fujioka, Tomonori; Shimizu, Tsutomu (September 2009). "Action mechanism of a novel herbicide, pyroxasulfone". Pesticide Biochemistry and Physiology. 95 (1): 47–55. doi:10.1016/j.pestbp.2009.06.003.