Sulfotep

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Structural formula
Sulfotep structural formula
General
Surname Sulfotep
other names
  • O , O , O , O -Tetraethyldithiodiphosphate ( IUPAC )
  • Tetraethyl dithiopyrophosphate
  • Sulfotepp
Molecular formula C 8 H 20 O 5 P 2 S 2
Brief description

colorless liquid with a garlic odor

External identifiers / databases
CAS number 3689-24-5
EC number 222-995-2
ECHA InfoCard 100.020.905
PubChem 19395
Wikidata Q409772
properties
Molar mass 322.32 g mol −1
Physical state

liquid

density

1.196 g cm −3

boiling point

136-139 ° C at 2.6 hPa

Vapor pressure

0.022 Pa (20 ° C)

solubility

practically insoluble in water (30 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: 300-310-410
P: 264-273-280-301 + 310-302 + 350-310
MAK

Switzerland: 0.0075 ml m −3 or 0.1 mg m −3

Toxicological data

5 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 .

Sulfotep is a chemical compound from the group of thiophosphoric acid esters .

Extraction and presentation

Sulfotep can be prepared by reaction of tetraethyl pyrophosphate with sulfur or hydrolysis of diethylchlorothiophosphate be obtained.

Synthesis of Sulfotep

properties

Sulfotep is a flammable colorless liquid with a garlic-like odor that is very sparingly soluble in water. It is an acetylcholinesterase inhibitor (AChE inhibitor). It can also arise in traces as a contamination during the production of other pesticides (e.g. in chlorpyrifos ). Production in the EU in 1997 was over 1000 tonnes per year.

In animals, among other things, it is broken down into O , O- diethylphosphorothioate .

Sulfotep metabolites

use

Sulfotep is used as an insecticide and acaricide . It is also used in smoke generating systems for greenhouse fumigation. Sulfotep was marketed by Bayer AG from 1944 . The connection was approved in the GDR and between 1971 and 2005 in the FRG.

Admission

Sulfotep is not on the list of plant protection agents permitted in the European Union . In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

safety instructions

Sulfotep is highly toxic. It is quickly absorbed and excreted from the gastrointestinal tract, the lungs, the outer mucous membranes and the skin.

Individual evidence

  1. a b c d e f g h i j Entry on Sulfotep in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
  2. ^ A b The MAK Collection for Occupational Health and Safety: Sulfotep . doi : 10.1002 / 3527600418.mb368924d0024 .
  3. Entry on Sulfotep 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 .
  4. Schweizerische Unfallversicherungsanstalt (Suva): Limit values ​​- current MAK and BAT values (search for 3689-24-5 or Sulfotep ), accessed on November 2, 2015.
  5. Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1401-8 , pp. 387 ( limited preview in Google Book search).
  6. a b EU: Recommendation from the Scientific Expert Group on Occupational Exposure Limits for sulfotep , SEG / SUM / 69, July 1997
  7. ^ Terence Robert Roberts: Metabolic Pathways of Agrochemicals: Insecticides and fungicides . Royal Society of Chemistry, 1999, ISBN 0-85404-499-X , pp. 484 ( limited preview in Google Book search).
  8. Agranova: Agrochemical R&D (PDF; 262 kB)
  9. published by Peter Brandt: Reports on Plant Protection Products 2009: Active Ingredients in Plant Protection Products ; Approval history and regulations of the Plant Protection Application Ordinance . Springer DE, 2010, ISBN 3-0348-0028-2 , pp. 26 ( limited preview in Google Book search).
  10. Regulation (EC) No. 2076/2002 of the Commission of November 20, 2002 (PDF) .
  11. General Directorate Health and Food Safety of the European Commission: Entry on Sulfotep in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 8, 2016.