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, which mimic the plant hormone IAA (auxin) and kill most broadleaf weeds by causing uncontrolled growth.

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 Y
ChEMBL	ChEMBL2145254 Y
ChemSpider	6886 Y
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) Y Key: WNTGYJSOUMFZEP-UHFFFAOYSA-N Y 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
Occupational safety and health (OHS/OSH):
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). 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
• Phenoxy herbicides