Dicrotophos

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Structural formula
Structural formula of Dicrotophos
General
Surname Dicrotophos
other names
  • O , O -dimethyl O - cis - (2-dimethylcarbamoyl-1-methylvinyl) phosphate
  • O , O -dimethyl N -dimethylcarbamoyl-1-methylvinyl phosphate
  • Phosphoric acid ( E ) -3- (dimethylamino) -1-methyl-3-oxo-1-propenyldimethyl ester
  • Ektafos
  • Bidrin
  • Carbicron
Molecular formula C 8 H 16 NO 5 P
External identifiers / databases
CAS number 141-66-2
EC number 205-494-3
ECHA InfoCard 100.004.996
PubChem 5371560
Wikidata Q411748
properties
Molar mass 237.19 g mol −1
Physical state

liquid

density

1.22 g cm −3

boiling point

400 ° C

Vapor pressure

9.3 h Pa (20 ° C)

solubility

miscible with acetone , ethanol , acetonitrile , chloroform , dichloromethane , xylene and water

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 + 330-410
P: 260-264-273-280-284-301 + 310
MAK

Switzerland: 0.25 mg m −3

Toxicological data

~ 22 mg kg −1 ( LD 50ratoral )

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

Dicrotophos is a chemical compound from the group of carboxamides and phosphoric acid esters that is used as an insecticide .

properties

Dicrotophos in technical form is a yellow-brown liquid with a mild ester-like odor that contains more than 85% dicrotophos. From a temperature of 25 - 30 ° C it begins to decompose.

use

Dicrotophos, introduced in 1956, is used as an insecticide like its metabolite Monocrotophos . Its ( E ) -isomer has a stronger effect than the ( Z ) -isomer as a cholinesterase inhibitor, which is why the majority of the industrially produced dicrotophos consists of the ( E ) -isomer.

Admission

Dicrotophos has not been included in the list of active ingredients in plant protection products approved in Europe . There is consequently no approval of a plant protection product containing dicrotophos in Germany and Austria, and no such product is approved in Switzerland either.

safety instructions

Dicrotophos is highly toxic, especially for bees and birds.

Web links

Individual evidence

  1. a b c d e f Entry on Dicrotophos in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  2. a b c d EXTOXNET: Dicrotophos , accessed December 6, 2016.
  3. Entry on (E) -3- (dimethylamino) -1-methyl-3-oxoprop-1-enyl dimethyl phosphate 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 .
  4. Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 141-66-2 or Dicrotophos ), accessed on November 2, 2015.
  5. CDC: Dicrotophos (PDF file; 346 kB).
  6. Regulation (EC) No. 2076/2002 (PDF) of the Commission of November 20, 2002.
  7. General Directorate Health and Food Safety of the European Commission: Entry on Dicrotophos in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved March 3, 2016.