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The ] has classified mecoprop as toxicity class III - slightly toxic.<ref name="EXTOXNET"/> The ] has classified mecoprop as toxicity class III - slightly toxic.<ref name="EXTOXNET"/>


Mecoprop is a mixture of two ]s, with the (''R'')-(+)-] ("Mecoprop-P", "Duplosan KV") possessing the herbicidal activity.<ref>{{ cite journal | journal = Acta Cryst. | volume = B36 | issue = 4 |date=April 1980 | pages = 992–994 | doi = 10.1107/S0567740880005134 | title = (±)-2-(4-Chloro-2-methylphenoxy)propionic acid (mecoprop) | author = G. Smith, C. H. L. Kennard, A. H. White and P. G. Hodgson }}</ref> Mecoprop is a mixture of two ]s, with the (''R'')-(+)-] ("Mecoprop-P", "Duplosan KV") possessing the herbicidal activity.<ref>{{ cite journal | journal = Acta Crystallogr. B| volume = 36 | issue = 4 |date=April 1980 | pages = 992–994 | doi = 10.1107/S0567740880005134 | title = (±)-2-(4-Chloro-2-methylphenoxy)propionic acid (mecoprop) | author = G. Smith, C. H. L. Kennard, A. H. White and P. G. Hodgson }}</ref>


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Revision as of 14:28, 14 February 2016

Mecoprop
Names
IUPAC name (RS)-2-(4-Chloro-2-methylphenoxy)propanoic acid
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.060 Edit this at Wikidata
EC Number
  • 230-386-8
KEGG
PubChem CID
CompTox Dashboard (EPA)
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
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 , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Mecoprop, or methylchlorophenoxypropionic acid (MCPP), is a common general use herbicide found in many household weed killers and "weed-and-feed" type lawn fertilizers. It is primarily used to control broadleaf weeds. 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.

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

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

See also

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. Template:HPD
  4. ^ Mecoprop at EXTOXNET
  5. G. Smith, C. H. L. Kennard, A. H. White and P. G. Hodgson (April 1980). "(±)-2-(4-Chloro-2-methylphenoxy)propionic acid (mecoprop)". Acta Crystallogr. B. 36 (4): 992–994. doi:10.1107/S0567740880005134.{{cite journal}}: CS1 maint: multiple names: authors list (link)

External links

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