Alachlor

Alachlor
Skeletal formula of alachlor
Space-filling model of the alachlor molecule
Names
Preferred IUPAC name
2-Chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.036.448 Edit this at Wikidata
KEGG
RTECS number
  • AE1225000
UNII
  • InChI=1S/C14H20ClNO2/c1-4-11-7-6-8-12(5-2)14(11)16(10-18-3)13(17)9-15/h6-8H,4-5,9-10H2,1-3H3 checkY
    Key: XCSGPAVHZFQHGE-UHFFFAOYSA-N checkY
  • InChI=1/C14H20ClNO2/c1-4-11-7-6-8-12(5-2)14(11)16(10-18-3)13(17)9-15/h6-8H,4-5,9-10H2,1-3H3
    Key: XCSGPAVHZFQHGE-UHFFFAOYAO
  • ClCC(=O)N(c1c(cccc1CC)CC)COC
  • CCc1cccc(c1N(COC)C(=O)CCl)CC
Properties
C14H20ClNO2
Molar mass 269.767 g/mol
Appearance cream-coloured solid
Odor odorless
Density 1.133 g/cm3
Melting point 39.5 °C (103.1 °F; 312.6 K)
Boiling point 404 °C (759 °F; 677 K)
0.0242 g/100 mL
Solubility soluble in acetone, benzene, chloroform, ethanol, ethyl ether, ethyl acetate
Vapor pressure 1x106 mmHg
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Toxic
Flash point 198 °C (388 °F; 471 K)
Lethal dose or concentration (LD, LC):
930 mg/kg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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A person mixing Lasso - A brand of alachlor made by Monsanto

Alachlor is an herbicide from the chloroacetanilide family. It is an odorless, white solid. The greatest use of alachlor is for control of annual grasses and broadleaf weeds in crops. Use of alachlor is illegal in the European Union[1] and no products containing alachlor are currently registered in the United States.[2]

Its mode of action is elongase inhibition, and inhibition of geranylgeranyl pyrophosphate (GGPP) cyclisation enzymes, part of the gibberellin pathway. It is marketed under the trade names Alanex, Bronco, Cannon, Crop Star, Intrro, Lariat, Lasso, Micro-Tech and Partner.[3]

  1. ^ Thomas D. Boyer; Michael Peter Manns; Arun J. Sanyal; David Zakim (1990). Zakim and Boyer's Hepatology: A Textbook of Liver Disease. Saunders, 1990. p. 486. ISBN 1437708811. Retrieved 4 September 2015.
  2. ^ "Chemical Name". iaspub.epa.gov. Retrieved 2018-12-01.
  3. ^ Arnold P. Appleby, Franz Müller, Serge Carpy “Weed Control“ in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. doi:10.1002/14356007.a28_165