Mecoprop

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.[3] It is primarily used to control broadleaf weeds.[4] It is often used in combination with other chemically related herbicides such as 2,4-D, dicamba, and MCPA.

Mecoprop[1]

Names
IUPAC name (RS)-2-(4-Chloro-2-methylphenoxy)propanoic acid
Identifiers
CAS Number	93-65-2^Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:75704^N
ChEMBL	ChEMBL2145254^N
ChemSpider	6886^N
ECHA InfoCard	100.002.060
EC Number	230-386-8
KEGG	C18742^Y
PubChem CID	7153
UNII	74N8TKR9P8^Y
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)^N Key: WNTGYJSOUMFZEP-UHFFFAOYSA-N^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^−1
Appearance	Solid
Melting point	94 to 95 °C (201 to 203 °F; 367 to 368 K) [2]
Boiling point	decomposes [2]
Solubility in water	900 mg/L (20 °C)[2]
Hazards
Main hazards	Xn, N [2]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
Infobox references

The United States Environmental Protection Agency has classified mecoprop as toxicity class III - slightly toxic.[4]

Mecoprop is a mixture of two stereoisomers, with the (R)-(+)-enantiomer ("Mecoprop-P", "Duplosan KV") possessing the herbicidal activity.[5]

Structures of the two enantiomeric forms (S left, R right) of mecoprop

See also

• Clofibric acid
• Fenoprop

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. Record in the Household Products Database of NLM
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)