// Workers AI · dad joke modeWhat did mecoprop say? "I'm a weed out

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
	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 [77 °F], 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.^[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 is a mixture of two stereoisomers, with the (R)-(+)-enantiomer ("Mecoprop-P", "Duplosan KV") possessing the herbicidal activity.^[5]

Toxicology

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

A 2023 review by the European Food Safety Authority stated that mecoprop‐P is a low risk to aquatic invertebrates, birds and soil macroorganisms.^[6] The EFSA highlighted critical data gaps regarding the herbicide's impact on honeybees.^[6]

References

↑ Merck Index, 11th Edition, 5666.
1 2 3 4 Record of Mecoprop in the GESTIS Substance Database of the Institute for Occupational Safety and Health, accessed on 8 September 2008.
↑ 2-(2-Methyl-4-chlorophenoxy)propionic acid in the Consumer Product Information Database
1 2 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. Bibcode:1980AcCrB..36..992S. doi:10.1107/S0567740880005134.
1 2 European Food Safety Authority (EFSA); Alvarez F, Arena M, Auteri D, Binaglia M, Castoldi AF, Chiusolo A, Colagiorgi A, Colas M, Crivellente F, De Lentdecker C, De Magistris I, Egsmose M, Fait G, Ferilli F, Gouliarmou V, Nogareda LH, Ippolito A, Istace F, Jarrah S, Kardassi D, Kienzler A, Lanzoni A, Lava R, Leuschner R, Linguadoca A, Lythgo C, Magrans O, Mangas I, Miron I, Molnar T, Padovani L, Panzarea M, Parra Morte JM, Rizzuto S, Serafimova R, Sharp R, Szentes C, Terron A, Theobald A, Tiramani M, Vianello G, Villamar-Bouza L. (2023). "Updated conclusion on the peer review of the pesticide risk assessment of the active substance mecoprop-P". EFSA J. 21 (10): e08344. doi:10.2903/j.efsa.2023.8344. PMC 10605765. PMID 37901692.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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] 1 2 3 4 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

[EXTOXNET-4] 1 2 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. Bibcode:1980AcCrB..36..992S. doi:10.1107/S0567740880005134.

[EFSA-6] 1 2 European Food Safety Authority (EFSA); Alvarez F, Arena M, Auteri D, Binaglia M, Castoldi AF, Chiusolo A, Colagiorgi A, Colas M, Crivellente F, De Lentdecker C, De Magistris I, Egsmose M, Fait G, Ferilli F, Gouliarmou V, Nogareda LH, Ippolito A, Istace F, Jarrah S, Kardassi D, Kienzler A, Lanzoni A, Lava R, Leuschner R, Linguadoca A, Lythgo C, Magrans O, Mangas I, Miron I, Molnar T, Padovani L, Panzarea M, Parra Morte JM, Rizzuto S, Serafimova R, Sharp R, Szentes C, Terron A, Theobald A, Tiramani M, Vianello G, Villamar-Bouza L. (2023). "Updated conclusion on the peer review of the pesticide risk assessment of the active substance mecoprop-P". EFSA J. 21 (10): e08344. doi:10.2903/j.efsa.2023.8344. PMC 10605765. PMID 37901692.{{cite journal}}: CS1 maint: multiple names: authors list (link)

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// Workers AI · dad joke modeWhat did mecoprop say? "I'm a weed out

Toxicology

See also

References

External links