Mecoprop

from Wikipedia, the free encyclopedia
Structural formula
Structure of mecoprop
1: 1 mixture of ( R ) -form (left)
and ( S ) -form (right)
General
Surname Mecoprop
other names
  • 2- (4-chloro-2-methylphenoxy) propionic acid
  • MCPP (German abbreviation)
  • 2- (2-methyl-4-chlorophenoxy) propionic acid
  • CMPP (English abbreviation)
  • 2- (4-chloro-2-methylphenoxy) propionic acid
  • U 46
Molecular formula C 10 H 11 ClO 3
Brief description

colorless and odorless solid; in technical purity with a phenol-like odor

External identifiers / databases
CAS number 93-65-2 ( racemate )
EC number 202-264-4
ECHA InfoCard 100.002.060
PubChem 7153
ChemSpider 6886
Wikidata Q149452
properties
Molar mass 214.65 g mol −1
Physical state

firmly

Melting point

94-95 ° C

boiling point

decomposition

solubility

very sparingly soluble in water:

  • 900 mg l −1 (P-form, 20 ° C)
  • 620 mg l −1 ( racemate , 20 ° C)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
06 - Toxic or very toxic 05 - Corrosive 09 - Dangerous for the environment

danger

H and P phrases H: 302-311-315-318-410
P: 280-301 + 312 + 330-305 + 351 + 338 + 310-302 + 352 + 312
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Mecoprop or methylchlorophenoxypropionic acid (MCPP) is a herbicide from the class of growth agent herbicides . The main application is directed against broad-leaved weeds such as thistles, dandelions, bindweed and cranesbills . It is often used in combination with other similar herbicides such as 2,4-D , Dicamba or MCPA .

Isomerism

Mecoprop is a 1: 1 mixture ( racemate ) of two stereoisomers , whereby the ( R ) - (+) - enantiomer ("Mecoprop-P", "Duplosan KV") has the herbicidal activity.

Isomers of mecoprop
Surname ( R ) - (+) - Mecoprop ( S ) - (-) - Mecoprop
other names Mecoprop-P
Structural formula Isomers of mecoprop
CAS number 16484-77-8 25333-13-5
93-65-2, 7085-19-0 ( racemate )
EC number 240-539-0
202-264-4, 230-386-8 ( racemate )
ECHA info card 100,036,838
100.002.060 , 100.027.624 ( racemate )
PubChem 185588 85445
7153 ( racemate )
Wikidata Q27145490 Q27145494
Q149452 ( racemate )

The antiauxin clofibric acid is stereoisomeric to mecoprop.

Further use

Mecoprop is also used as a root protection agent in roofing felt .

Admission

In some EU countries, plant protection products containing this active ingredient are approved.

Related links

Various salts and esters are known from mecoprop:

  • Mecoprop-dimethylammonium
  • Mecoprop-diolamine
  • Mecoprop-ethylhexyl
  • Mecoprop-ethyl
  • Mecoprop-isoctyl
  • Mecoprop-methyl
  • Mecoprop potassium
  • Mecoprop sodium
  • Mecoprop-trolamine

Web links

Individual evidence

  1. ↑ a b c d e f g h i Entry on Mecoprop in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
  2. ↑ Entry on Mecoprop in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on May 19, 2018. Manufacturers or distributors can expand the harmonized classification and labeling .
  3. ↑ Entry on 2- (2-Methyl-4-chlorophenoxy) propionic acid in the Consumer Product Information Database , accessed on December 19, 2019 .
  4. ↑ Mecoprop at EXTOXNET.
  5. ↑ G. Smith, CHL Kennard, AH White, PG Hodgson: (±) -2- (4-chloro-2-methylphenoxy) propionic acid (mecoprop) . In: Acta Cryst. . B36, No. 4, April 1980, pp. 992-994. doi : 10.1107 / S0567740880005134 .
  6. ↑ Information about Mecoprop in bitumen roofing membranes. (PDF) In: Federal Office for the Environment FOEN. Eawag: The Water Research Institute of the ETH Domain, April 30, 2009, accessed on June 14, 2019 .
  7. ↑ General Directorate Health and Food Safety of the European Commission: Entry on Mecoprop in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 25, 2016.
  8. ↑ External identifiers or database links for Mecoprop-dimethylammonium : CAS number: 32351-70-5, EC number: 251-008-8, ECHA InfoCard: 100.046.356 , PubChem : 15177291 , ChemSpider : 19968722 , Wikidata : Q27253778 .
  9. ↑ External identifiers or database links for mecoprop-diolamine : CAS number: 1432-14-0, EC number: 215-856-2, ECHA InfoCard: 100.014.415 , PubChem : 62405 , ChemSpider : 56191 , Wikidata : Q27288009 .
  10. ↑ External identifiers or database links for mecoprop-ethylhexyl : CAS number: 71526-69-7, EC number: 275-596-0, ECHA InfoCard: 100.068.702 , PubChem : 598095 , ChemSpider : 519898 , Wikidata : Q82982025 .
  11. ↑ External identifiers or database links for mecoprop-ethyl : CAS number: 40390-11-2, EC number: 254-901-0, ECHA InfoCard: 100.049.893 , PubChem : 12375250 , ChemSpider : 21230235 , Wikidata : Q83066115 .
  12. ↑ External identifiers or database links for mecoprop-isoctyl : CAS number: 28473-03-2, EC number: 249-046-5, ECHA InfoCard: 100.044.572 , PubChem : 598100 , ChemSpider : 519903 , Wikidata : Q27290503 .
  13. ↑ External identifiers or database links for mecoprop-methyl : CAS number: 2786-19-8, EC number: 621-382-0, ECHA InfoCard: 100.150.239 , PubChem : 141055 , ChemSpider : 124419 , Wikidata : Q27281847 .
  14. ↑ External identifiers or database links for Mecoprop potassium : CAS number: 1929-86-8, EC number: 217-683-8, ECHA InfoCard: 100.016.077 , PubChem : 23684575 , ChemSpider : 15206 , Wikidata : Q27269880 .
  15. ↑ External identifiers or database links for mecoprop sodium : CAS number: 19095-88-6, EC number: 242-815-6, ECHA InfoCard: 100.038.907 , PubChem : 23672313 , ChemSpider : 78323 , Wikidata : Q27294485 .
  16. ↑ External identifiers or database links for mecoprop-trolamine : CAS number: 53404-61-8, EC number: 258-535-2, ECHA InfoCard: 100.053.197 , PubChem : 6452822 , ChemSpider : 4955238 , Wikidata : Q27254094 .