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Mecoprop information


Mecoprop[1]
Names
IUPAC name
(RS)-2-(4-Chloro-2-methylphenoxy)propanoic acid
Identifiers
CAS Number
  • 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
PubChem CID
  • 7153
UNII
  • 74N8TKR9P8 checkY
CompTox Dashboard (EPA)
  • DTXSID9024194 Edit this at Wikidata
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) 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
SMILES
  • CC1=C(C=CC(=C1)Cl)OC(C)C(=O)O
Properties
Chemical formula
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]
Solubility in water
900 mg/L (20 °C)[2]
Hazards
Occupational safety and health (OHS/OSH):
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, which mimic the plant hormone IAA (auxin) and kill most broadleaf weeds by causing uncontrolled growth.

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
  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. ^ 2-(2-Methyl-4-chlorophenoxy)propionic acid in the Consumer Product Information Database
  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.

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Mecoprop

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Mecoprop (also known as methylchlorophenoxypropionic acid and MCPP) is a common general use herbicide found in many household weed killers and "weed-and-feed"...

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Enantiomer

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quantities, caused birth defects. The herbicide mecoprop is a racemic mixture, with the (R)-(+)-enantiomer ("Mecoprop-P", "Duplosan KV") possessing the herbicidal...

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Herbicide

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Chemical structure of the herbicide is of primary affecting efficacy. 2,4-D, mecoprop, and dicamba control many broadleaf weeds but remain ineffective against...

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S

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"(S)-2-(4-Chloro-2-methylphenoxy)propanoic acid" is one of the enantiomers of mecoprop. ſ : Latin letter long s, an obsolete variant of s ẜ ẝ : Various forms...

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Cresol

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(4-chloro-2-methylphenoxy)acetic acid MCPB, 4-(4-chloro-2-methylphenoxy)butanoic acid Mecoprop, (RS)-2-(4-chloro-2-methylphenoxy)propanoic acid the amine atomoxetine...

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Phenoxy herbicide

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attached next to the carboxylic acid, were subsequently commercialised as mecoprop, dichlorprop and fenoprop. The addition of the methyl group creates a chiral...

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Auxin

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1-naphthaleneacetic acid derivatives 2,4-D, 2,4-DP 2,4-DB 2,4,5-T MCPA MCPB, mecoprop Some synthetic auxins, such as 2,4-D and 2,4,5-trichlorophenoxyacetic acid...

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Pesticide poisoning

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poisonings from chlorophenoxy herbicides (such as 2,4-D, MCPA, 2,4,5-T and mecoprop); however, evidence to support its use is poor. Acute pesticide poisoning...

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Chlorophenoxy herbicide

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subclass of phenoxy herbicides which includes: MCPA, 2,4-D, 2,4,5-T and mecoprop. Large amounts have been produced since the 1950s for agriculture. Acute...

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C10H11ClO3

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mass: 214.64 g/mol, exact mass: 214.0397 u) may refer to: Clofibric acid Mecoprop (MCPP) This set index page lists chemical structure articles associated...

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List of compounds with carbon number 11

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benzal diacetate 581-55-5 C11H13ClF3N3O4S3 polythiazide 346-18-9 C11H13ClO3 mecoprop methyl ester 23844-56-6 C11H13NO2 fenmetramide 5588-29-4 C11H13NO3 hydrastinine...

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Wye College

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the college's reputation.: 453  His work there also created herbicide Mecoprop, fungicides Captan and Wyerone, as well as innovative plant growth regulators...

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List of herbicides

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kuicaoxi lactofen lancotrione lenacil [Wikidata] linuron MAA MAMA MCPA MCPB mecoprop medinoterb [Wikidata] mefenacet [Wikidata] mefluidide [Wikidata] mesoprazine [Wikidata]...

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Clofibric acid

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"Occurrence of the Pharmaceutical Drug Clofibric Acid and the Herbicide Mecoprop in Various Swiss Lakes and in the North Sea". Environmental Science & Technology...

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MCPP

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some commonly-used antidepressants Methylchlorophenoxypropionic acid (Mecoprop) – a herbicide Mississippi Center for Public Policy Mixed Chinese postman...

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