Delachlor
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| Names | |
|---|---|
| IUPAC name
2-Chloro-2′,6′-dimethyl-N-[(2-methylpropoxy)methyl]acetanilide | |
| Preferred IUPAC name
2-Chloro-N-(2,6-dimethylphenyl)-N-[(2-methylpropoxy)methyl]acetamide | |
Other names
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| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChemSpider | |
| KEGG | |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C15H22ClNO2 | |
| Molar mass | 283.80 g·mol−1 |
| Appearance | colourless or very pale yellow[2] |
| Density | 1.101[3] |
| 59 ppm[1] | |
| Hazards | |
| GHS labelling:[2] | |
| Warning | |
| H302, H312, H315, H317, H319, H332, H351, H361f, H373, H410 | |
| P260, P264, P273, P280, P391, P501 | |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Delachlor is a chloroacetanilide herbicide, used on grasses, rice and sugarbeet.[1][4] It was first reported in 1967 and introduced by Monsanto,[5] though by 1974 commercial factors had halted its commercialisation,[6] so delachlor is now considered obsolete,[7] and appears never to have been registered in the USA.[8]
Delachlor's HRAC group is Group K (Australia), Group K3 (Global) and Group 15 (numeric).[7]
Effectiveness
[edit]In artificial soil tests of phytotoxicity, with the herbicides cycloate, benzthiazuron and pyrazon. Delachlor was the most active in organic soils (>11% organics) though cycloate was more potent in other soils.[9]
Delachlor appears to be used in China, where it has reportedly good control of goosegrass.[10]
Safety
[edit]The LD50 (by mouth) is reported to be 1775 mg/kg on an SDS,[2] but 733 mg/kg on PPDB.[7] The difference is similar to the difference between paracetamol and methanol.
Chemistry
[edit]It is soluble in chloroform and somewhat soluble in ethyl acetate.[2]
References
[edit]- 1 2 3 Paranjape, Kalyani; Gowariker, Vasant; Krishnamurthy, V.N.; Gowariker, Sudha (2015). The Pesticide Encyclopedia. CABI. ISBN 978-1-78064-014-3.
- 1 2 3 4 5 "VEILIGHEIDSINFORMATIEBLAD" [Safety Data Sheet] (PDF). LGC Standards. 12 February 2024.
- ↑ "Delachlor". echemi.com.
- ↑ Berber, Ahmet Ali; Demi̇R, Şefika Nur; Akinci KenanoğLu, Nihan (25 August 2023). "Potential Health Risks of Chloroacetanilide Herbicides: An In Silico Analysis". Sakarya University Journal of Science. 27 (4): 865–871. doi:10.16984/saufenbilder.1281720.
- ↑ MacBean, C. (2012). A World Compendium: The Pesticide Manual (Sixteenth ed.). Hampshire: British Crop Production Council. ISBN 978-1-901396-86-7.
- ↑ BCPC, (1974) "Proceedings 12th British Weed Control Conference", accessed 22nd Feb 2026
- 1 2 3 Hertfordshire, University of. "Delachlor (Ref: CP 52553), Pesticide Properties Database". sitem.herts.ac.uk.
- ↑ "Delachlor". ordspub.epa.gov/. EPA Office of Pesticide Programs. Retrieved 16 March 2026.
- ↑ Horowitz, M.; Blumenfeld, T. (December 1973). "Phytotoxicity of four herbicides in different synthetic soils". Phytoparasitica. 1 (2): 101–110. doi:10.1007/BF02981039.
- ↑ "Cleavers". www.herbiguide.com.au.
External links
[edit]- Delachlor in the Pesticide Properties DataBase (PPDB)