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Revision as of 23:55, 3 December 2014 editDePiep (talk | contribs)Extended confirmed users294,285 edits Temperatures (melting, boiling, autoignite, flash) use convert template to calculate (m: rm setting imagesize to dflt). using AWB← Previous edit Revision as of 00:09, 4 December 2014 edit undoCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (changes to verified and watched fields - updated 'ChemSpiderID_Ref', 'ChEMBL_Ref', 'ChEBI_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'Verifiedfields') per Chem/Drugbox validation (report [[Wikipedia_talk:WikiProject...Next edit →
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| Verifiedfields = changed
| Watchedfields = changed | Watchedfields = changed
| verifiedrevid = 431632775 | verifiedrevid = 431632775
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| CASNo_Ref = {{cascite|correct|CAS}} | CASNo_Ref = {{cascite|correct|CAS}}
| PubChem =7153 | PubChem =7153
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 2145254 | ChEMBL = 2145254
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
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| EINECS = 230-386-8 | EINECS = 230-386-8
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| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}
| ChemSpiderID = 6886 | ChemSpiderID = 6886
| SMILES = CC1=C(C=CC(=C1)Cl)OC(C)C(=O)O | SMILES = CC1=C(C=CC(=C1)Cl)OC(C)C(=O)O
| 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) | 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)
| InChIKey = WNTGYJSOUMFZEP-UHFFFAOYAN | InChIKey = WNTGYJSOUMFZEP-UHFFFAOYAN
| StdInChI_Ref = {{stdinchicite|changed|chemspider}}
| StdInChI = 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) | StdInChI = 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)
| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}
| StdInChIKey = WNTGYJSOUMFZEP-UHFFFAOYSA-N | StdInChIKey = WNTGYJSOUMFZEP-UHFFFAOYSA-N
| RTECS = | RTECS =
| MeSHName = | MeSHName =
| ChEBI_Ref = {{ebicite|changed|EBI}}
| ChEBI = 75704 | ChEBI = 75704
}} }}

Revision as of 00:09, 4 December 2014

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 Cryst. B36 (4): 992–994. doi:10.1107/S0567740880005134.{{cite journal}}: CS1 maint: multiple names: authors list (link)

External links

Categories: