MCPA

MCPA
Names
	Preferred IUPAC name (4-Chloro-2-methylphenoxy)acetic acid
	Other names 2-(4-Chloro-2-methylphenoxy)acetic acid; 4-Chloro-o-tolyloxyacetic acid; MCPA
Identifiers
CAS Number	94-74-6 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:50099 ;
ChEMBL	ChEMBL394657 ;
ChemSpider	6935 ;
ECHA InfoCard	100.002.146
KEGG	C18528 ;
PubChem CID	7204;
UNII	D888C394VO ;
CompTox Dashboard (EPA)	DTXSID4024195 ;
	InChI InChI=1S/C9H9ClO3/c1-6-4-7(10)2-3-8(6)13-5-9(11)12/h2-4H,5H2,1H3,(H,11,12) Key: WHKUVVPPKQRRBV-UHFFFAOYSA-N ; InChI=1/C9H9ClO3/c1-6-4-7(10)2-3-8(6)13-5-9(11)12/h2-4H,5H2,1H3,(H,11,12) Key: WHKUVVPPKQRRBV-UHFFFAOYAG;
	SMILES Cl-C1=CC=C(OCC(=O)O)C(C)=C1;
Properties
Chemical formula	C9H9ClO3
Molar mass	200.62 g·mol−1
Appearance	White to light brown solid
Density	1.18-1.21 g/cm3
Melting point	114 to 118 °C (237 to 244 °F; 387 to 391 K)
Solubility in water	825 mg/L (23 °C),; amine salt[which?]: 866 g/L; ester[which?]: 5 mg/L
Hazards
Safety data sheet (SDS)	External MSDS
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

MCPA (2-methyl-4-chlorophenoxyacetic acid) is a widely used phenoxy herbicide introduced in 1945. It selectively controls broad-leaf weeds in pasture and cereal crops. The mode of action of MCPA is as an auxin, which are growth hormones that naturally exist in plants.^[2]^[3]

^ Gimeno, Olga; Plucinski, Pawel; Kolaczkowski, Stan T.; Rivas, Francisco J.; Alvarez, Pedro M. (2003). "Removal of the Herbicide MCPA by Commercial Activated Carbons: Equilibrium, Kinetics, and Reversibility". Industrial & Engineering Chemistry Research. 42 (5): 1076–1086. doi:10.1021/ie020424x.
^ Reade, J., Cobb, A. H. (2002). Herbicides: Modes of action and metabolism. Weed management handbook. pp. 157–158.{{cite book}}: CS1 maint: multiple names: authors list (link)
^ Grossmann, K. (2010). "Auxin herbicides: current status of mechanism and mode of action". Pest Management Science. 66 (2): 2033–2043. doi:10.1002/ps.1860. PMID 19823992.

[1] Gimeno, Olga; Plucinski, Pawel; Kolaczkowski, Stan T.; Rivas, Francisco J.; Alvarez, Pedro M. (2003). "Removal of the Herbicide MCPA by Commercial Activated Carbons: Equilibrium, Kinetics, and Reversibility". Industrial & Engineering Chemistry Research. 42 (5): 1076–1086. doi:10.1021/ie020424x.

[2] Reade, J., Cobb, A. H. (2002). Herbicides: Modes of action and metabolism. Weed management handbook. pp. 157–158.{{cite book}}: CS1 maint: multiple names: authors list (link)

[Auxins-3] Grossmann, K. (2010). "Auxin herbicides: current status of mechanism and mode of action". Pest Management Science. 66 (2): 2033–2043. doi:10.1002/ps.1860. PMID 19823992.

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