Alachlor

Alachlor

Names
IUPAC name 2-Chloro-N-(2,6-diethylphenyl)-N-(methoxymethyl)acetamide
Identifiers
CAS Number	15972-60-8 Y
3D model (Jmol)	Interactive image Interactive image
ChEBI	CHEBI:2533 Y
ChemSpider	1994 Y
ECHA InfoCard	100.036.448
KEGG	C10928 Y
PubChem CID	2078
UNII	24S2S61PXL Y
InChI 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 Y Key: XCSGPAVHZFQHGE-UHFFFAOYSA-N Y 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
SMILES ClCC(=O)N(c1c(cccc1CC)CC)COC CCc1cccc(c1N(COC)C(=O)CCl)CC
Properties
Chemical formula	C14H20ClNO2
Molar mass	269.767 g/mol
Density	1.12 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

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. It is the second most widely used herbicide in the United States. Use of alachlor as a herbicide is banned in the European Union.

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.

The largest use of alachlor is as a herbicide for control of annual grasses and broadleaf weeds in crops, primarily on corn, sorghum, and soybeans. It is the second most widely used herbicide in the United States, with particularly heavy use on corn and soybeans in Illinois, Indiana, Iowa, Minnesota, Nebraska, Ohio and Wisconsin.

Alachlor mixes well with other herbicides. It is marketed in mixed formulations with atrazine, glyphosate, trifluralin and imazaquin. It is a selective, systemic herbicide, absorbed by germinating shoots and by roots. Its mode of action is elongase inhibition, and inhibition of geranylgeranyl pyrophosphate (GGPP) cyclisation enzymes, part of the gibberellin pathway. Stated more simply, it works by interfering with a plant's ability to produce protein and by interfering with root growth.

It is most commonly available as microgranules containing 15% active ingredients (AI), or emulsifiable concentrate containing 480 g/ litre of AI. Homologuation in Europe requires a maximum dose of 2,400 g per hectare of AI, or 5 litres/hectare of emulsifiable concentrate or 17 kg/ha of microgranules. The products are applied as either pre-drilling, soil incorporated or pre-emergence.