Mecoprop

Summary

Mecoprop[1]
Mecoprop.svg
Names
IUPAC name
(RS)-2-(4-Chloro-2-methylphenoxy)propanoic acid
Identifiers
  • 93-65-2 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:75704 checkY
ChEMBL
  • ChEMBL2145254 checkY
ChemSpider
  • 6886 checkY
ECHA InfoCard 100.002.060 Edit this at Wikidata
EC Number
  • 230-386-8
KEGG
  • C18742 checkY
  • 7153
UNII
  • 74N8TKR9P8 checkY
  • DTXSID9024194 Edit this at Wikidata
  • 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) checkY
    Key: WNTGYJSOUMFZEP-UHFFFAOYSA-N checkY
  • 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
  • CC1=C(C=CC(=C1)Cl)OC(C)C(=O)O
Properties
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]
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).
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.

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

References

  1. ^ Merck Index, 11th Edition, 5666.
  2. ^ 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.
  3. ^ Record in the Household Products Database of NLM
  4. ^ a b 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.

External links

  • Mecoprop Pesticide Information Profile - Extension Toxicology Network
  • Mecoprop in the Pesticide Properties DataBase (PPDB)
  • Mecoprop-P in the Pesticide Properties DataBase (PPDB)