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Mecoprop

Names
IUPAC name (RS)-2-(4-Chloro-2-methylphenoxy)propanoic acid
Identifiers
CAS Number	93-65-2
3D model (JSmol)	Interactive image
ChEBI	CHEBI:75704
ChEMBL	ChEMBL2145254
ChemSpider	6886
ECHA InfoCard	100.002.060
EC Number	230-386-8
KEGG	C18742
PubChem CID	7153
UNII	74N8TKR9P8
CompTox Dashboard (EPA)	DTXSID9024194
InChI InChI=1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)Key: WNTGYJSOUMFZEP-UHFFFAOYSA-N InChI=1/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)Key: WNTGYJSOUMFZEP-UHFFFAOYAN
SMILES CC1=C(C=CC(=C1)Cl)OC(C)C(=O)O
Properties
Chemical formula	C10H11ClO3
Molar mass	214.65 g·mol
Appearance	Solid
Melting point	94 to 95 °C (201 to 203 °F; 367 to 368 K)
Boiling point	decomposes
Solubility in water	900 mg/L (20 °C)
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Xn, N
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Infobox references

Mecoprop (also known as methylchlorophenoxypropionic acid and MCPP) is a common general use herbicide found in many household weed killers and "weed-and-feed" type lawn fertilizers. It is primarily used to control broadleaf weeds. It is often used in combination with other chemically related herbicides such as 2,4-D, dicamba, and MCPA, which mimic the plant hormone IAA (auxin) and kill most broadleaf weeds by causing uncontrolled growth.

The United States Environmental Protection Agency has classified mecoprop as toxicity class III - slightly toxic.

Mecoprop is a mixture of two stereoisomers, with the (R)-(+)-enantiomer ("Mecoprop-P", "Duplosan KV") possessing the herbicidal activity.

See also

• Clofibric acid
• Phenoxy herbicides

References

1. Merck Index, 11th Edition, 5666.
2. ^ Record of Mecoprop in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 8 September 2008.
3. 2-(2-Methyl-4-chlorophenoxy)propionic acid in the Consumer Product Information Database
4. ^ Mecoprop at EXTOXNET
5. G. Smith; C. H. L. Kennard; A. H. White; P. G. Hodgson (April 1980). "(±)-2-(4-Chloro-2-methylphenoxy)propionic acid (mecoprop)". Acta Crystallogr. B. 36 (4): 992–994. doi:10.1107/S0567740880005134.

External links

• Mecoprop Pesticide Information Profile - Extension Toxicology Network
• Mecoprop in the Pesticide Properties DataBase (PPDB)
• Mecoprop-P in the Pesticide Properties DataBase (PPDB)

• Auxinic herbicides
• Chloroarenes
• Carboxylic acids