Butenachlor

Not to be confused with butachlor.

Butenachlor
Names
Preferred IUPAC name
N-{[(2Z)-But-2-en-1-yloxy]methyl}-2-chloro-N-(2,6-diethylphenyl)acetamide
Other names
  • KH-218, KH 218, KH218
  • N-{[(2Z)-But-2-enyloxy]methyl}-2-chloro-2',6'-diethylacetanilide
  • (Z)-N-but-2-enyloxymethyl-2-chloro-2′,6′-diethylacetanilide
Identifiers
3D model (JSmol)
ChemSpider
UNII
  • InChI=1S/C17H24ClNO2/c1-4-7-11-21-13-19(16(20)12-18)17-14(5-2)9-8-10-15(17)6-3/h4,7-10H,5-6,11-13H2,1-3H3/b7-4-
    Key: InChIKey=HZDIJTXDRLNTIS-DAXSKMNVSA-N
  • N(COC/C=C\C)(C(CCl)=O)C1=C(CC)C=CC=C1CC
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):
  • >2000 mg/kg (rat)[1]
  • 1630 mg/kg[2]
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).

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

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

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

  1. ^ a b c d e f g h i j k 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
  2. ^ "The WHO Guidelines to Classification of Pesticides by Hazard (Extremely Hazardous to Moderately Hazardous)". www.iloencyclopaedia.org. Retrieved 5 February 2026.
  3. ^ "Butenachlor | Product Data Sheet | MedChemExpress". medchemexpress.com. Retrieved 5 February 2026.
  4. ^ Rivard, Linda (2003) "Environmental Fate of Metolachlor", Environmental Monitoring Branch, Department of Pesticide Regulation, Sacramento, California, retrieved 5 February 2026
  5. ^ "List of Herbicides Globally". www.weedscience.org.
  6. ^ "Global Herbicide Classification Lookup". Herbicide Resistance Action Committee. Retrieved 5 February 2026.
  7. ^ a b c d 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.
  • Butenachlor in the Pesticide Properties DataBase (PPDB)

Content Disclaimer

Informasi ini disarikan dari Wikipedia dan disajikan kembali untuk tujuan edukasi. Konten tersedia di bawah lisensi CC BY-SA 3.0. Kami tidak bertanggung jawab atas ketidakakuratan data yang bersumber dari kontribusi publik tersebut.

  1. The information displayed on this website is sourced in part or in whole from Wikipedia and has been adapted for the purpose of restating it. We strive to provide accurate and relevant information, however:
  2. There is no guarantee of absolute accuracy. Wikipedia is an open, collaborative project that can be edited by anyone, so information is subject to change.
  3. It is not intended to constitute professional advice. The content displayed is for informational and educational purposes only. For important decisions (e.g., medical, legal, or financial), please consult a professional.
  4. Content copyright. Wikipedia is licensed under the Creative Commons Attribution-ShareAlike License (CC BY-SA). This means that content may be reused with appropriate attribution and shared under a similar license.
  5. Responsible use. Any risk arising from the use of information from this website is entirely the responsibility of the user.