Azaconazole

Structural formula
General
Non-proprietary name	Azaconazole
other names	1- [2- (2,4-dichlorophenyl) -1,3-dioxolan-2-ylmethyl] -1 H -1,2,4-triazole
Molecular formula	C 12 H 11 Cl 2 N 3 O 2
Brief description	brown-beige powder
External identifiers / databases
EC number	262-102-3
ECHA InfoCard	100.056.439
PubChem	43233
Wikidata	Q15632846
properties
Molar mass	300.14 g mol −1
Physical state	firmly
density	1.511 g cm −3
Melting point	112.6 ° C
solubility	very heavy in water (0.3 g l −1 at 20 ° C); easily in acetone (160 g l −1 at 20 ° C);
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 302
	P: no P-phrases
Toxicological data	1123 mg kg −1 ( LD 50 , rat , oral ) ; > 2560 mg kg −1 ( LD 50 , rat , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Azaconazole is a chemical from the triazole group that was introduced as a fungicide by Janssen Pharmaceutica in the 1980s .

Extraction and presentation

Azaconazole can be produced by a multi-stage reaction of m- dichlorobenzene first with acetyl chloride to form 2,4-dichloroacetophenone , then bromination with elemental bromine, addition of ethylene glycol and finally nucleophilic substitution with 1,2,4-triazole .

use

Azaconazole is a systemic, protective and curative fungicide. It is mainly used as a biocide against wood fungus and blue stain .

Admission

The EU Commission decided in 2002 not to include azaconazole in the list of permissible active ingredients in pesticides, but provided it to be used on tomatoes, peppers, fruit trees and ornamental plants for individual countries until 2007. In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Individual evidence

↑ ^a ^b ^c Entry on azaconazole. In: Römpp Online . Georg Thieme Verlag, accessed on May 23, 2014.
↑ ^a ^b ^c ^d ^e ^f ^g S. D. Gangolli, Royal Society of Chemistry (Great Britain): The Dictionary of Substances and Their Effects (DOSE): Volume 01 AB . Royal Society of Chemistry, 1999, ISBN 0-85404-808-1 , pp. 405 ( limited preview in Google Book search).
↑ ^a ^b Data sheet Azaconazole from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).
↑ Entry on Azaconazole 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 .
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-08-095716-1 , pp. 684 ( limited preview in Google Book search).
↑ Regulation (EC) No. 2076/2002 of the Commission of November 20, 2002 (PDF) extending the deadline according to Article 8 (2) of Council Directive 91/414 / EEC and on the non-inclusion of certain active substances in Annex I of this Directive and the revocation of the approval of plant protection products with these active substances.
↑ Directorate-General for Health and Food Safety of the European Commission: Entry on azaconazole in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 19, 2016.

[roempp-1] Entry on azaconazole. In: Römpp Online . Georg Thieme Verlag, accessed on May 23, 2014.

[dose-2] ↑ ^a ^b ^c ^d ^e ^f ^g S. D. Gangolli, Royal Society of Chemistry (Great Britain): The Dictionary of Substances and Their Effects (DOSE): Volume 01 AB . Royal Society of Chemistry, 1999, ISBN 0-85404-808-1 , pp. 405 ( limited preview in Google Book search).

[Sigma-3] Data sheet Azaconazole from Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).

[CLP_100.056.439-4] Entry on Azaconazole 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 .

[Thomas_A._Unger-5] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-08-095716-1 , pp. 684 ( limited preview in Google Book search).

[6] Regulation (EC) No. 2076/2002 of the Commission of November 20, 2002 (PDF) extending the deadline according to Article 8 (2) of Council Directive 91/414 / EEC and on the non-inclusion of certain active substances in Annex I of this Directive and the revocation of the approval of plant protection products with these active substances.

[PSM-7] Directorate-General for Health and Food Safety of the European Commission: Entry on azaconazole in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 19, 2016.