Etridiazole

Structural formula
General
Surname	Etridiazole
other names	5-ethoxy-3-trichloromethyl-1,2,4-thiadiazole; Terrazole;
Molecular formula	C 5 H 5 Cl 3 N 2 OS
Brief description	light yellow liquid; in technical quality red-brown liquid;
External identifiers / databases
EC number	219-991-8
ECHA InfoCard	100.018.175
PubChem	17432
Wikidata	Q1371667
properties
Molar mass	247.53 g mol −1
Physical state	liquid
density	1.503 g cm −3
Melting point	19.9 ° C
boiling point	95 ° C (1.3 mBar)
Vapor pressure	1.47 Pa (25 ° C)
pK s value	2.77
solubility	very heavy in water (0.117 g l −1 at 25 ° C); soluble in acetone, xylene, ethanol and carbon tetrachloride;
safety instructions
H and P phrases	H: 302-317-351-410
	P: 261-273-280-311-501
Toxicological data	1080 mg kg −1 ( LD 50 , rat , oral ) ; 1700 mg kg −1 ( LD 50 , rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Etridiazole is a chemical compound from the group of thiadiazoles .

Extraction and presentation

Etridiazole can be obtained by reacting sodium in anhydrous ethanol with 3-trichloromethyl-5-chloro-1,2,4-thiadizole .

Alternatively, the recovery is by reaction of Trichloracetamidin - hydrochloride with trichloromethanesulfenyl then and sodium hydroxide possible in ethanol.

properties

Etridiazole is a flammable, slightly volatile, light yellow liquid that is hardly soluble in water.

use

Etridiazole is used as a fungicide . It is a contact fungicide with a protective and curative effect for use against Phytophthora and Pythium spp. in ornamental plants, cotton, peanuts, vegetables and lawns.

It is incorporated into the soil as a soil fungicide. The effect is based on inhibition of lipid peroxidation .

Etridiazole also inhibits nitrite formation by nitrosomonas ( nitrification inhibitors ).

Admission

In the states of the European Union, the use of etridiazole has been permitted since June 1, 2011 for applications as a fungicide "in non-soil systems in greenhouses".

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

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on 5-ethoxy-3-trichloromethyl-1,2,4-thiadiazole in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
↑ ^a ^b ^c Entry on etridiazole. In: Römpp Online . Georg Thieme Verlag, accessed on November 20, 2014.
↑ ^a ^b Terry R. Roberts, David H. Hutson, Philip W. Lee, Peter H. Nicholls: Metabolic Pathways of Agrochemicals: Part 2: Insecticides and Fungicides . Royal Society of Chemistry, 1999, ISBN 0-85404-499-X , pp. 1400 (English, limited preview in Google Book search).
↑ ^a ^b ^c Entry on Etridiazole in the Hazardous Substances Data Bank , accessed November 6, 2012.
↑ Entry on 5-ethoxy-3-trichloromethyl-1,2,4-thiadiazole 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 .
↑ Etridiazole data sheet from Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).

↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1401-8 , pp. 616 (English, limited preview in Google Book search).

↑ Directive 2011/29 / EU of the Commission of March 7, 2011 amending Council Directive 91/414 / EEC to include the active substance etridiazole and amending Commission Decision 2008/934 / EC

↑ Directorate-General for Health and Food Safety of the European Commission: Entry on etridiazoles in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k ^l Entry on 5-ethoxy-3-trichloromethyl-1,2,4-thiadiazole in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .

[roempp-2] Entry on etridiazole. In: Römpp Online . Georg Thieme Verlag, accessed on November 20, 2014.

[Terry_R._Roberts,_David_H._Hutson,_Philip_W._Lee,_Peter_H._Nicholls-3] Terry R. Roberts, David H. Hutson, Philip W. Lee, Peter H. Nicholls: Metabolic Pathways of Agrochemicals: Part 2: Insecticides and Fungicides . Royal Society of Chemistry, 1999, ISBN 0-85404-499-X , pp. 1400 (English, limited preview in Google Book search).

[HSDB-4] Entry on Etridiazole in the Hazardous Substances Data Bank , accessed November 6, 2012.

[CLP_100.018.175-5] Entry on 5-ethoxy-3-trichloromethyl-1,2,4-thiadiazole 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 .

[Sigma-6] Etridiazole data sheet from Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).

[Thomas_A._Unger-7] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1401-8 , pp. 616 (English, limited preview in Google Book search).

[8] Directive 2011/29 / EU of the Commission of March 7, 2011 amending Council Directive 91/414 / EEC to include the active substance etridiazole and amending Commission Decision 2008/934 / EC

[PSM-9] Directorate-General for Health and Food Safety of the European Commission: Entry on etridiazoles in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.