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Revision as of 17:34, 11 March 2021 editMichael D. Turnbull (talk | contribs)Extended confirmed users13,826 edits See also: Link to better general article for context← Previous edit Revision as of 17:36, 11 March 2021 edit undoMichael D. Turnbull (talk | contribs)Extended confirmed users13,826 editsm Confirm IDs, so remove tagsNext edit →
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{{chembox {{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 431632775
| Reference =<ref>''Merck Index'', 11th Edition, '''5666'''.</ref> | Reference =<ref>''Merck Index'', 11th Edition, '''5666'''.</ref>
| ImageFile =Mecoprop.svg | ImageFile =Mecoprop.svg
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| UNII = 74N8TKR9P8 | UNII = 74N8TKR9P8
| PubChem =7153 | PubChem =7153
| ChEMBL_Ref = {{ebicite|changed|EBI}} | ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 2145254 | ChEMBL = 2145254
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C18742 | KEGG = C18742
| EINECS = 230-386-8 | EINECS = 230-386-8
| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|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_Ref = {{stdinchicite|correct|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_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = WNTGYJSOUMFZEP-UHFFFAOYSA-N | StdInChIKey = WNTGYJSOUMFZEP-UHFFFAOYSA-N
| RTECS = | RTECS =

Revision as of 17:36, 11 March 2021

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
UNII
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). Infobox references
Chemical compound

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. 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; 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

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