Mevinphos

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Structural formula
Structural formula of Mevinphos
Mixture of approx. 60% cis isomer (top) and 40% trans isomer (bottom)
General
Surname Mevinphos
other names
  • Phosdrine
  • O - (2-methoxycarbonyl-1-methylvinyl) - O , O -dimethyl phosphate
  • (2-methoxycarbamoyl-1-methylvinyl) dimethyl phosphate
Molecular formula C 7 H 13 O 6 P
Brief description

light yellow to orange liquid with a faint odor

External identifiers / databases
CAS number
  • 7786-34-7
  • 338-45-4 ( cis )
  • 26718-65-0 ( trans )
PubChem 5355863
Wikidata Q18479302
properties
Molar mass 224.15 g mol −1
Physical state

liquid

density

1.25 g cm −3

Melting point
  • 21 ° C ( cis isomer)
  • 6.9 ° C ( trans isomer)
boiling point

99-103 ° C (0.4 mbar)

Vapor pressure

0.037 mbar (20 ° C)

solubility
  • miscible with water
  • soluble in acetone and benzene
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
06 - Toxic or very toxic 09 - Dangerous for the environment

danger

H and P phrases H: 300 + 310-331-410
P: 261-264-273-280-301 + 310-302 + 350
MAK

Switzerland: 0.01 ml m −3 or 0.1 mg m −3

Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Mevinphos is an active ingredient for plant protection products, it is a chemical compound from the group of organophosphates or phosphoric acid esters .

Extraction and presentation

Mevinphos can be obtained by the Perkow reaction of trimethyl phosphite with methyl 2-chloroacetoacetate .

properties

Mevinphos is a colorless in its pure form, as a technical product light yellow to orange, very difficult to ignite, liquid with a weak odor, which is miscible with water. The technical product consists of approx. 60% of the cis - isomer . It is largely stable in a neutral and acidic medium, but it hydrolyzes rapidly under alkaline conditions.

use

Mevinphos is used as an insecticide and acaricide . It works by inhibiting cholinesterase .

Admission

In 2002 the substance was not included in the list of plant protection active ingredients approved in the European Union . No plant protection products containing this active ingredient are permitted in the EU or Switzerland .

Web links

  • Joint Meeting on Pesticide Residues (JMPR), Monograph for Mevinphos

Individual evidence

  1. a b c d e f g h i j k l m Entry on Mevinphos in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .
  2. a b c d M. Bahadir, H. Parlar, Michael Spiteller: Springer Umweltlexikon . Springer, 2000, ISBN 978-3-540-63561-1 , pp. 767 ( limited preview in Google Book search).
  3. entry to Mevinphos at Extoxnet, accessed on 21 January 2018th
  4. Entry on Mevinphos in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  5. Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 7786-34-7 or Mevinphos ), accessed on March 4, 2020.
  6. Jie Jack Li, EJ Corey: Name reactions for functional group transformations . John Wiley & Sons, 2007, ISBN 978-0-471-74868-7 , pp. 381 ( limited preview in Google Book Search).
  7. General Directorate Health and Food Safety of the European Commission: Entry on Mevinphos in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.