Azinphos-ethyl

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Structural formula
Structural formula of azinphos-ethyl
General
Surname Azinphos-ethyl
other names
  • Gusathion
  • O , O- Diethyl- S - (4-oxo-3 H -1,2,3-benzotriazin-3-yl) methyl dithiophosphate
  • Triazothione (USSR)
Molecular formula C 12 H 16 N 3 O 3 PS 2
Brief description

colorless solid

External identifiers / databases
CAS number 2642-71-9
EC number 220-147-6
ECHA InfoCard 100.018.316
PubChem 17531
Wikidata Q410935
properties
Molar mass 345.38 g mol −1
Physical state

firmly

density

1.284 g cm −3

Melting point

50 ° C

boiling point

111 ° C at 0.0013 mbar

Vapor pressure

0.32 mPa (20 ° C)

solubility

practically insoluble in water (5 mg l −1 at 20 ° C)

Refractive index

1.5928 (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: 264-273-280-301 + 310-312-501
Toxicological data

7 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

Azinphosethyl is a chemical compound from the group of thiophosphoric acid esters and benzotriazines . It is used as broadband organophosphate - insecticide used in the cultivation of various fruits and vegetables. Like other substances in this group, it acts as an acetylcholinesterase inhibitor .

Extraction and presentation

Azinphosethyl can be obtained from benzazimide , which reacts with formaldehyde , thionyl chloride and DEPA .

properties

Azinphosethyl is a colorless solid which is practically insoluble in water.

use

Azinphosethyl is used primarily as an insecticide and secondarily as an acaricide . It has a broad spectrum of activity and does not work cumulatively. It belongs to the non-systemic organophosphorus insecticide with good ovicidal properties. It has excellent residual activity and is not phytotoxic . It is very toxic to mammals and is classified as highly dangerous by the WHO, which is why it is no longer used in many countries.

Admission

In Germany, the approval of active ingredients with this substance was revoked in 1995.

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

Related links

Individual evidence

  1. ↑ alanwood.net: azinphos-ethyl
  2. ↑ a b c d e f g h i Entry on azinphos-ethyl in the GESTIS substance database of the IFA , accessed on February 14, 2017(JavaScript required) .
  3. ↑ a b c WHO / FAO Data Sheet on Pesticides (PDS) for Azinphos-ethyl , accessed December 9, 2014.
  4. ↑ Entry on azinphos-ethyl 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 . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 668 ( preview ).
  6. ↑ Decision of the commission of July 13, 1995 on the revocation of the authorization for plant protection products with the active ingredients ferbam or azinphosethyl (PDF)
  7. ^ Directorate-General for Health and Food Safety of the European Commission: Entry on azinphos ethyl in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.