Anilazine

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Structural formula
Structural formula of anilazine
General
Surname Anilazine
other names
  • 2-chloro- N - (4,6-dichloro-1,3,5-triazin-2-yl) aniline
  • Dyrene
  • Zinochlor
Molecular formula C 9 H 5 Cl 3 N 4
Brief description

colorless crystals

External identifiers / databases
CAS number 101-05-3
EC number 202-910-5
ECHA InfoCard 100.002.646
PubChem 7541
Wikidata Q413886
properties
Molar mass 275.52 g mol −1
Physical state

firmly

density

1.7 g cm −3

Melting point

159-160 ° C

boiling point

decomposition

Vapor pressure

at 20 ° C negligible

solubility
  • almost insoluble in water (8 mg l −1 at 20 ° C)
  • moderately soluble in organic solvents
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
05 - Corrosive 09 - Dangerous for the environment

danger

H and P phrases H: 315-318-410
P: 273-280-305 + 351 + 338-501
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Anilazine is an active ingredient for crop protection and a heterocyclic organic compound from the group of triazines . It is in the form of a colorless solid and is used as a fungicide .

history

Anilazine was patented by the Ethyl Corporation in 1953 . It was the first plant protection product based on cyanuric chloride .

Extraction and presentation

Anilazine can be obtained by reacting cyanuric chloride and o -chloroaniline .

use

Anilazine is used as a contact fungicide. It is or was used against numerous leaf and fruit diseases (e.g. when infected with Septoria , Alternaria , Colletotrichum coffeanum , Leptosphaeria nodorum and Pyrenophora teres ) in various crops (coffee, grain, tobacco).

Admission

In the EU states including Germany and Austria as well as in Switzerland no pesticides with this active substance are permitted.

Individual evidence

  1. ↑ a b c d e f g h i Entry on anilazine in the GESTIS substance database of the IFA , accessed on January 9, 2019(JavaScript required) .
  2. ↑ farm chemical international: Anizalin .
  3. ↑ Entry on anilazine 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 .
  4. ^ Joint Meeting on Pesticide Residues (JMPR), Monograph for Anilazines , accessed December 9, 2014.
  5. ↑ Patent US2720480 : Fungicidal compositions and method of using same. Applied July 17, 1953 , published October 11, 1955 , Applicant: Ethyl Corp., Inventor: Calvin N. Wolf. ‌
  6. ↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 641 ( limited preview in Google Book search).
  7. ↑ General Directorate Health and Food Safety of the European Commission: Entry on anilazine in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 11, 2016.