Coumaphos

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Structural formula
Structural formula of Coumaphos
General
Surname Coumaphos
other names
  • O - (3-chloro-4-methylcoumarin-7-yl) - O , O -diethylthiophosphate
  • Thiophosphoric acid O - (3-chloro-4-methyl-2-oxo-2 H -1-benzopyran-7-yl) O , O -diethyl ester
  • Coumafos
Molecular formula C 14 H 16 ClO 5 PS
Brief description

brownish powder with a faint odor

External identifiers / databases
CAS number 56-72-4
EC number 200-285-3
ECHA InfoCard 100,000,260
PubChem 2871
Wikidata Q415896
properties
Molar mass 362.77 g mol −1
Physical state

firmly

density

1.474 g cm −3

Melting point

100 ° C

boiling point

> 200 ° C

Vapor pressure

1.7 hPa (20 ° C)

solubility
  • practically insoluble in water (1.5 mg l −1 )
  • soluble in aromatic solvents
  • slightly soluble in alcohols and ketones
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: 300-311-410
P: 273-280-301 + 310-302 + 352-405-501
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Coumaphos is a chemical compound from the group of thiophosphoric acid esters and organic chlorine compounds .

Extraction and presentation

Coumaphos can be obtained by reacting diethyl chlorothiophosphate with 3-chloro-4-methyl-7-hydroxy-coumarin .

properties

Coumaphos is a solid that is practically insoluble in water. It is stable in water and in moderate heat, but hydrolyzes in alkaline conditions.

use

Coumaphos is an insecticide used to control a wide variety of insects in animal production, including maggots, snailworms, lice, scabies , the varroa mite , flies, and ticks. It works against ectoparasites that live on animals such as sheep, goats, horses, pigs, poultry and bees. The application takes place both externally and internally. Coumaphos serves as a selective insecticide, while at the same time protecting other organisms, it kills certain insect species. It acts as a cholinesterase inhibitor and is metabolized to chlorferon in animals .

Under the trade name Perizin , Coumaphos is used in beekeeping against the Varroa mite.

In the EU states such as Germany and Austria as well as in Switzerland, no pesticides are permitted that contain Coumaphos as an active ingredient.

Trade names

Agridip, Asunthol, Meldane, Muscatox, Umbethion, Co-Ral, Asuntol, Bay 21, Baymix, Dilice, Resistox, Suntol, Negashunt, Perizin.

Individual evidence

  1. ↑ a b c d Joint Meeting on Pesticide Residues (JMPR), Monograph for Coumaphos , accessed December 9, 2014.
  2. ↑ a b c d e f g h i Entry on Coumaphos in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  3. ↑ Coumaphos data sheet at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).
  4. ↑ Entry on Coumaphos 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. ↑ Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 ( page 314 in the Google book search).
  6. ^ Extension Toxicology Network: Coumaphos.
  7. ^ Terence Robert Roberts, DH Hutson: Metabolic pathways of agrochemicals . Royal Soc of Chemistry, 1999, ISBN 978-0-85404-499-3 ( page 247 in Google book search).
  8. ↑ LAVES: Winter treatment with pericin
  9. ↑ Bayer: Perizin® ( Memento from April 2, 2015 in the Internet Archive ).
  10. ^ Directorate-General for Health and Food Safety of the European Commission: Entry on Coumaphos in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved March 3, 2016.