Butenachlor
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| Names | |
|---|---|
| Preferred IUPAC name
N-{[(2Z)-But-2-en-1-yloxy]methyl}-2-chloro-N-(2,6-diethylphenyl)acetamide | |
Other names
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| Identifiers | |
3D model (JSmol) |
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| ChemSpider | |
PubChem CID |
|
| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C17H24ClNO2 | |
| Molar mass | 309.83 g·mol−1 |
| Appearance | Pale yellow liquid[1] |
| Density | 1.10 kg/L (11 lb/imp. gal)[1] |
| Melting point | 12.9 °C (55.2 °F; 286.0 K)[1] |
| Boiling point | 167 °C (333 °F; 440 K) [1] |
| 29 mg/L[1] | |
| Vapor pressure | 0.93 mPa (0.02 mpsf)[1] |
| Hazards | |
| GHS labelling:[1] | |
| H302, H410 | |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
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LC50 (median concentration) |
3.34 mg/L (rat, breathing)[1] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Butenachlor is an obsolete selective chloroacetanilide, chloroacetamide herbicide used to control grasses and broadleaf weeds.[3][4] It was introduced in 1976 and marketed as "Diphenox",[1] by Agro-Kanesho.[5]
Butenachlor's mode of action is to prevent formation of very long chain fatty acids; this makes its HRAC classification Group J (Australia), Group K3 (global) and Group 15 (numeric).[6]
It is stable in acidic, neutral or weakly alkaline conditions; it is unstable in sublight.[7]
Butenachlor is applied at 0.75-1.0 kg/Ha, and usually sold as a pesticide formulation as granules (GR).[7]
Environmental behaviour
[edit]Butenachlor does not persist in soil; its soil half-life is 2 to 5 days. It is moderately toxic to fish, with a 96-hour LC50 of 0.48 mg/L (0.034 gr/imp. gal).[1][7]
Safety
[edit]Butenachlor's acute oral LD50 on rats is 1630 mg/kg (male rats) and 1875 mg/kg (female rates). In mice, it is much less harmful, with an LD50 about 6300 mg/kg. It is slightly irritating to skin and eyes. The inhalatory LC50 for rats is 3.34 mg/L of air over 4 hours. A 90 day NOEL is 25 mg/kg/day for dogs. Butenachlor is non-teratogenic, and has no evident reproductive effects.[7]
References
[edit]- 1 2 3 4 5 6 7 8 9 10 11 Lewis, K.A., Tzilivakis, J., Warner, D. and Green, A. (2016) An international database for pesticide risk assessments and management. Human and Ecological Risk Assessment: An International Journal, 22(4), 1050-1064. DOI: 10.1080/10807039.2015.1133242
- ↑ "The WHO Guidelines to Classification of Pesticides by Hazard (Extremely Hazardous to Moderately Hazardous)". www.iloencyclopaedia.org. Retrieved 5 February 2026.
- ↑ "Butenachlor | Product Data Sheet | MedChemExpress". medchemexpress.com. Retrieved 5 February 2026.
- ↑ Rivard, Linda (2003) "Environmental Fate of Metolachlor", Environmental Monitoring Branch, Department of Pesticide Regulation, Sacramento, California, retrieved 5 February 2026
- ↑ "List of Herbicides Globally". www.weedscience.org.
- ↑ "Global Herbicide Classification Lookup". Herbicide Resistance Action Committee. Retrieved 5 February 2026.
- 1 2 3 4 Macbean, C. (2012). A World Compendium The Pesticide Manual (16th ed.). Hampshire, UK: British Crop Protection Council. p. 68. ISBN 978 1 901396 86 7.
External links
[edit]- Butenachlor in the Pesticide Properties DataBase (PPDB)