Dicamba

Dicamba
Names
	Preferred IUPAC name 3,6-Dichloro-2-methoxybenzoic acid
	Other names 3,6-Dichloro-o-anisic acid; Dianat
Identifiers
CAS Number	1918-00-9 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:81856 ;
ChEMBL	ChEMBL476936 ;
ChemSpider	2922 ;
ECHA InfoCard	100.016.033
KEGG	C18597 ;
PubChem CID	3030;
UNII	SJG3M6RY6H ;
CompTox Dashboard (EPA)	DTXSID4024018 ;
	InChI InChI=1S/C8H6Cl2O3/c1-13-7-5(10)3-2-4(9)6(7)8(11)12/h2-3H,1H3,(H,11,12) Key: IWEDIXLBFLAXBO-UHFFFAOYSA-N ; InChI=1/C8H6Cl2O3/c1-13-7-5(10)3-2-4(9)6(7)8(11)12/h2-3H,1H3,(H,11,12) Key: IWEDIXLBFLAXBO-UHFFFAOYAV;
	SMILES Clc1ccc(Cl)c(c1OC)C(=O)O;
Properties
Chemical formula	C8H6Cl2O3
Molar mass	221.03 g·mol−1
Appearance	White crystalline solid
Density	1.57
Melting point	114 to 116 °C (237 to 241 °F; 387 to 389 K)
Solubility in water	500 g/L
Solubility in acetone	810 g/L
Solubility in ethanol	922 g/L
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H318, H412
Precautionary statements	P273, P280, P305+P351+P338
Flash point	199 °C (390 °F; 472 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Dicamba (3,6-dichloro-2-methoxybenzoic acid) is a selective systemic herbicide first registered in 1967. Brand names for formulations of this herbicide include Dianat, Banvel, Diablo, Oracle and Vanquish. This chemical compound is a chlorinated derivative of o-anisic acid.

Dicamba has a tendency to volatilise, leading to long-range transport through the atmosphere and potentially impacting non target organisms and plants. According to the United States Environmental Protection Agency (EPA), dicamba's primary ecological risk is for non-target terrestrial plants from exposure through spray drift and volatilization. However, the EPA also identified potential adverse effects to birds, mammals, bees (larvae), aquatic plants for all dicamba uses. Potential human occupational risks have also been identified.

In 2016, dicamba was approved for use in the United States over GMO dicamba-resistant crops created by Monsanto. Dicamba came under significant scrutiny due to its tendency to spread from treated fields into neighboring fields, causing damage. The controversy led to litigation, state bans and additional restrictions over dicamba use.

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