Dialifos

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Structural formula
Structural formula of Dialifos
Basic structural formula (stereocenter is marked with an * )
General
Surname Dialifos
other names
  • S - (2-chloro-1-phthalimidoethyl) - O , O -diethyldithiophosphate
  • ( RS ) - S - (2-chloro-1-phthalimidoethyl) - O , O -diethyldithiophosphate
  • (±) - S - (2-chloro-1-phthalimidoethyl) - O , O -diethyldithiophosphate
  • Dialifor
  • Hercules 14503
  • Torak
Molecular formula C 14 H 17 ClNO 4 PS 2
Brief description

colorless crystals

External identifiers / databases
CAS number 10311-84-9 (Dialifos)
EC number 233-689-3
ECHA InfoCard 100.030.614
PubChem 25146
Wikidata Q5270555
properties
Molar mass 393.85 g mol −1
Physical state

firmly

Melting point

67-69 ° C

boiling point

decomposes

solubility

practically insoluble in water (<1 mg l −1 at 20 ° C)

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: 264-273-501-280-301 + 310-312
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Dialifos is a chiral chemical compound from the group of dithiophosphoric acid esters .

Stereoisomerism

It is a racemate (1: 1 mixture) of the ( R ) - and ( S ) -form:

Dialifos
(2 stereoisomers)
(S) -dialifos
( S ) configuration
(R) dialifos
( R ) configuration

Extraction and presentation

Dialifos can be obtained by reacting chlorinated vinylphthalimide with DEPA .

use

Dialifos is used as an insecticide .

Admission

Dialifos was approved in Germany from 1976 to 1990. The World Health Organization classified Dialifos as a discontinued pesticide active ingredient in 2009.

No plant protection products containing this active ingredient are permitted in the EU or Switzerland .

Individual evidence

  1. a b c d e f g h Entry on Dialifos in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  2. Entry on Dialifos in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
  3. Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 347 ( limited preview in Google Book search).
  4. Peter Brandt: Reports on Plant Protection Products 2009: Active Ingredients in Plant Protection Products - Approval History and Regulations of the Plant Protection Application Ordinance 2010.
  5. WHO: Active ingredients believed to be obsolete or discontinued for use as pesticides , in The WHO Recommended Classification of Pesticides by Hazard and Guidelines to Classification 2009 (PDF; 2.2 MB).
  6. General Directorate Health and Food Safety of the European Commission: Entry on Dialifos in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.