Butachlor

Butachlor is a herbicide of the acetanilide class.^[3] It is used as a selective pre-emergent herbicide^[1] to control annual grasses and some broad-leaved weeds. It was introduced circa 1970.^[4] It is extensively used in India in the form of granules and emulsifiable concentrate in rice as post emergence herbicide, and 2,699 tonnes (5,950,000 lb) was sold in India in 2005-06, declining to 372 tonnes (820,000 lb) in 2009-10.^[5]

Quick facts Names, Identifiers ...

Butachlor

Names
Preferred IUPAC name N-(Butoxymethyl)-2-chloro-N-(2,6-diethylphenyl)acetamide
Identifiers
CAS Number	23184-66-9 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:3230 Y
ChEMBL	ChEMBL1399036
ChemSpider	29376
ECHA InfoCard	100.041.328
EC Number	245-477-8
KEGG	C10931
PubChem CID	31677
UNII	94NU90OO5K
CompTox Dashboard (EPA)	DTXSID3034402
InChI InChI=1S/C17H26ClNO2/c1-4-7-11-21-13-19(16(20)12-18)17-14(5-2)9-8-10-15(17)6-3/h8-10H,4-7,11-13H2,1-3H3
SMILES ClCC(=O)N(c1c(cccc1CC)CC)COCCCC
Properties[1]
Chemical formula	C17H26ClNO2
Molar mass	311.85 g·mol−1
Appearance	Light yellow oil
Density	1.0695 g/cm3
Solubility in water	20 mg/L (20 °C)
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H317, H331, H410
Precautionary statements	P261, P264, P270, P271, P272, P273, P280, P301+P312, P302+P352, P304+P340, P311, P321, P330, P333+P313, P363, P391, P403+P233, P405, P501
Flash point	100 °C (212 °F; 373 K)[2]
Lethal dose or concentration (LD, LC):
LD50 (median dose)	1740 mg/kg (oral, rat)[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

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It is used in Uganda.^[6]

Butachlor's herbicide mode of action is to prevent formation of very long chain fatty acids; this makes its HRAC classification Group K (Australia), Group K3 (global) and Group 15 (numeric).