Mecoprop

Mecoprop^[1]
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−1
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
Main hazards	Xn, N
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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.

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

References

^ Merck Index, 11th Edition, 5666.
^ ^a ^b ^c ^d Record of Mecoprop in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 8 September 2008.
^ Record in the Household Products Database of NLM
^ ^a ^b Mecoprop at EXTOXNET
^ 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)

[1] Merck Index, 11th Edition, 5666.

[GESTIS-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

[EXTOXNET-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.

[1]

[2]

[3]

[4]

[5]

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⁻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).

Mecoprop

See also

References

External links