Pyridaben

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Structural formula
Structural formula of Pyridaben
General
Surname Pyridaben
other names
  • 4-chloro-2- (2-methyl-2-propanyl) -5 - {[4- (2-methyl-2-propanyl) benzyl] sulfanyl} -3 (2 H ) -pyridazinone ( IUPAC )
  • 2- tert -Butyl-5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2 H ) -one
Molecular formula C 19 H 25 ClN 2 OS
Brief description

colorless and odorless solid

External identifiers / databases
CAS number 96489-71-3
EC number 405-700-3
ECHA InfoCard 100.100.727
PubChem 91754
ChemSpider 82852
Wikidata Q2119916
properties
Molar mass 364.93 g mol −1
Physical state

firmly

density

1.2 g cm −3 (bulk density)

Melting point

109.4 ° C

boiling point

200 ° C (decomposition)

solubility
  • almost insoluble in water
  • soluble in acetone and xylene
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: 301-331-410
P: 261-264-273-301 + 310 + 330-391-403 + 233
Toxicological data

570 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 .

Pyridaben is a chemical compound from the group of pyridazinones .

Extraction and presentation

Pyridaben can be obtained by reacting mucochloric acid with p - tert- butylbenzyl mercaptan and subsequent reaction with tert- butylhydrazine.

Pyridaben synthesis.svg

properties

Pyridaben is a colorless solid that is practically insoluble in water. It is stable in water at pH values ​​between 4 and 9 and in organic solvents, but is relatively unstable under the influence of light.

use

Pyridaben is used as an insecticide and acaricide and was developed by Nissan Chemical Industries .

Admission

In the European Union, Pyridaben was approved for use as an insecticide and acaricide with effect from May 1, 2011. In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Individual evidence

  1. a b c d e f Entry on 2-tert-butyl-5- (4-tert-butylbenzylthio) -4-chlorpyridazin-3 (2H) -one in the GESTIS substance database of the IFA , accessed on January 15, 2020(JavaScript required) .
  2. a b c d e f g Entry on Pyridaben in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on July 31, 2013.
  3. Entry on 2-tert-butyl-5- (4-tert-butylbenzylthio) -4-chloropyridazin-3 (2H) -one in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016 . marketer can use the harmonized classification and labeling expand .
  4. Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 523 ( limited preview in Google Book search).
  5. Peter Böger, Ko Wakabayashi: Modern Crop Protection Compounds . John Wiley & Sons , 2012, ISBN 978-3-527-32965-6 , pp. 1085 ( limited preview in Google Book search).
  6. a b Nissan Chemical Industries: Summary of Toxicity Studies with Pyridaben (PDF; 38 kB), August 20, 1994.
  7. Peter Böger, Ko Wakabayashi: Handbook of Pesticide Toxicology . Academic Press, 2001, ISBN 0-12-426260-0 , pp. 1191 ( limited preview in Google Book search).
  8. Directive 2010/90 / EU (PDF) of the Commission of 7 December 2010 amending Council Directive 91/414 / EEC to include the active substance pyridaben and amending Decision 2008/934 / EC.
  9. General Directorate Health and Food Safety of the European Commission: Entry on pyridaben in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.