Demeton-O

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Structural formula
Structural formula of Demeton-O
General
Surname Demeton-O
other names
  • Systox
  • O , O -Diethyl- O- (2- (ethylthio) ethyl) thiophosphate
  • Thiophosphoric acid O , O -diethyl- O - (2- (ethylthio) ethyl) ester
Molecular formula C 8 H 19 O 3 PS 2
Brief description

colorless liquid

External identifiers / databases
CAS number 298-03-3
EC number 206-053-8
ECHA InfoCard 100.005.504
PubChem 9273
Wikidata Q15632896
properties
Molar mass 258.34 g mol −1
Physical state

liquid

density

1.1193 g cm −3

boiling point

106 ° C (0.53 mbar)

Vapor pressure

negligible

solubility
  • practically insoluble in water (60 mg l −1 at 20 ° C)
  • soluble in most organic solvents
Refractive index

1.4900 (18 ° 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: 300-310-400
P: 264-273-280-301 + 310-302 + 352-310
MAK

Switzerland (mixture of Demeton-O and Demeton-S ): 0.01 ml · m −3 or 0.1 mg · m −3

Toxicological data

7.5 mg kg −1 ( LD 50 ,  rat ,  oral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

Demeton-O is a chemical compound from the group of thiophosphoric acid esters .

Extraction and presentation

Demeton-O can be obtained by reacting 2-hydroxyethylethyl sulfide with diethyl phosphorochloride thioate in toluene in the presence of anhydrous sodium carbonate and metallic copper . Isomerization produces about a 65:35 mixture of Demeton-S and Demeton-O, the mixture of the two compounds being referred to as Demeton.

properties

Demeton-O is a colorless to yellowish liquid that is sparingly soluble in water. The technical product has an unpleasant odor of mercaptan .

use

Demeton-O is used as a mixture with Demeton-S as an insecticide and acaricide against mites, aphids and insects such as the whitefly , cicadas , thrips and leaf miners .

In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Individual evidence

  1. ↑ a b c d e f g h Entry on Demeton-O in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
  2. ↑ a b c d e WHO / FAO Data Sheet on Pesticides (PDS) for Demeton ( Memento from July 2, 2014 in the Internet Archive )
  3. ↑ Entry on Demeton-O 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. ↑ Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 298-03-3 or Demeton-O ), accessed on November 2, 2015.
  5. ↑ a b Entry on Demeton-O in the Hazardous Substances Data Bank , accessed on March 11, 2013.
  6. ↑ Demeton-O
  7. ↑ Gyorgy Matolcsy Miklós Nádasy, Viktor Andriska: Pesticide Chemistry (=  Studies in Environmental Science . Band 32 ). Elsevier Science Ltd, Amsterdam et al. 1989, ISBN 0-444-98903-X ( page 133 in the Google book search).
  8. ^ Datasheet Demeton-O, PESTANAL at Sigma-Aldrich , accessed on March 11, 2013 ( PDF ).
  9. ^ Directorate-General for Health and Food Safety of the European Commission: EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.