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Revision as of 11:01, 30 May 2011 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref', 'ChEMBL_Ref') per Chem/Drugbox validation (report [[Wik← Previous edit Latest revision as of 23:26, 25 October 2023 edit undoBenjah-bmm27 (talk | contribs)Autopatrolled, Extended confirmed users, Pending changes reviewers, Rollbackers14,702 edits added a ball-and-stick model of the molecule based on crystallography 
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{{chembox {{chembox
| Reference =<ref>''Merck Index'', 11th Edition, '''5666'''.</ref>
| verifiedrevid = 431585838
| ImageFile =Mecoprop.svg
|Reference=<ref>''Merck Index'', 11th Edition, '''5666'''.</ref>
| ImageSize =
|ImageFile=(±)-Mecoprop Enantiomers Formulae.png
| ImageFile1 = Mecoprop-racemic-dimer-from-xtal-labelled-3D-balls.png
|ImageSize=250px
| IUPACName =(''RS'')-2-(4-Chloro-2-methylphenoxy)propanoic acid
|ImageFile1 = Mecoprop-racemic-dimer-from-xtal-labelled-3D-balls.png
| OtherNames =
|ImageSize1=250px
|Section1={{Chembox Identifiers
|IUPACName=(''RS'')-2-(4-chloro-2-methylphenoxy)propanoic acid
| CASNo =93-65-2
|OtherNames=
| CASNo_Ref = {{cascite|correct|CAS}}
|Section1= {{Chembox Identifiers
| UNII_Ref = {{fdacite|correct|FDA}}
| CASNo=93-65-2
| UNII = 74N8TKR9P8
| CASNo_Ref = {{cascite}}
| PubChem=7153 | PubChem =7153
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| SMILES=CC1=C(C=CC(=C1)Cl)OC(C)C(=O)O
| ChEMBL = 2145254
| KEGG_Ref = {{keggcite|correct|kegg}} | KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = C18742 | KEGG = C18742
| EINECS = 230-386-8
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 6886
| 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)
| InChIKey = WNTGYJSOUMFZEP-UHFFFAOYAN
| 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)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = WNTGYJSOUMFZEP-UHFFFAOYSA-N
| RTECS =
| MeSHName =
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 75704
}} }}
|Section2= {{Chembox Properties |Section2={{Chembox Properties
| C=10 | H=11 | Cl=1 | O=3
| Formula=C<sub>10</sub>H<sub>11</sub>ClO<sub>3</sub>
| Appearance =Solid
| MolarMass=214.646
| Density =
| Appearance=Solid
| MeltingPtC = 94 to 95
| Density=
| MeltingPt= 94–95 °C <ref name="GESTIS">{{GESTIS|ZVG=510276|Name=Mecoprop|Date=8 September 2008}}</ref> | MeltingPt_ref = <ref name="GESTIS">{{GESTIS|ZVG=510276|Name=Mecoprop|Date=8 September 2008}}</ref>
| BoilingPt= decomposes <ref name="GESTIS"/> | BoilingPt = decomposes <ref name="GESTIS"/>
| Solubility= 900 mg/l (20 °C) <ref name="GESTIS"/> | Solubility = 900 mg/L (20 °C)<ref name="GESTIS"/>
}}
|Section3= {{Chembox Hazards
| MainHazards= Xn, N <ref name="GESTIS"/>
| FlashPt=
| Autoignition=
}} }}
|Section3={{Chembox Hazards
| MainHazards = Xn, N <ref name="GESTIS"/>
| FlashPt =
| AutoignitionPt =
}}
}} }}


'''Mecoprop''', or methylchlorophenoxypropionic acid (MCPP), is a common general use ] found in many household weed killers and "weed-and-feed" type lawn fertilizers.<ref>{{HPD|2529}}</ref> It is primarily used to control broadleaf weeds.<ref name="EXTOXNET"> at EXTOXNET</ref> It is often used in combination with other chemically related herbicides such as ], ], and ]. '''Mecoprop''' (also known as '''methylchlorophenoxypropionic acid''' and '''MCPP''') is a common general use ] found in many household weed killers and "weed-and-feed" type lawn fertilizers.<ref>{{CPID|id=2083|name=2-(2-Methyl-4-chlorophenoxy)propionic acid}}</ref> It is primarily used to control ].<ref name="EXTOXNET"> at EXTOXNET</ref> It is often used in combination with other chemically related herbicides such as ], ], and ], which mimic the plant hormone ] (auxin) and kill most broadleaf weeds by causing uncontrolled growth.

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 | month = April | year = 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>.


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 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) |author1=G. Smith |author2=C. H. L. Kennard |author3=A. H. White |author4=P. G. Hodgson }}</ref>

]


== See also == == See also ==
* ] * ]
* ] * ]


== References == == References ==
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== External links == == External links ==
* *
* {{PPDB|430|Name=Mecoprop}}
*
* {{PPDB|431|Name=Mecoprop-P}}
*
{{Herbicides}}
*
]

] ]
]
] ]

]
]