Cyanazine

Structural formula
General
Surname	Cyanazine
other names	4-chloro-6- (1-cyano-1-methylethylamino) -2-ethylamino-1,3,5-triazine; 2- (4-chloro-6-ethylamino- S -triazin-2-ylamino) -2-methyl-propionitrile;
Molecular formula	C 9 H 13 ClN 6
Brief description	white solid
External identifiers / databases
EC number	244-544-9
ECHA InfoCard	100.040.480
PubChem	30773
Wikidata	Q424848
properties
Molar mass	240.70 g mol −1
Physical state	firmly
density	1.6 g cm −3
Melting point	167.5–169 ° C (decomposition)
Vapor pressure	2.8 hPa (20 ° C)
solubility	very sparingly soluble in water (171 mg l −1 at 25 ° C)
safety instructions
H and P phrases	H: 302-410
	P: 273-501
Toxicological data	149 mg kg −1 ( LD 50 , rat , oral ) ; > 2000 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 .

Cyanazine is a chemical compound from the group of triazines and organic chlorine compounds .

properties

Cyanazine is a flammable white solid that is very sparingly soluble in water. Cyanazine decomposes when heated, producing cyanides , hydrogen chloride and nitrogen oxides . It is stable at pH 7 and slowly hydrolyzes at pH 5, mainly to deisopropylatrazine .

use

Cyanazine is used as a herbicide . It was developed from 1965 by Degussa on behalf of Shell and was more effective than atrazine . The compound was announced and patented in the US in 1967 and in Europe in 1968. Within a few years, cyanazine became very widespread in agriculture. In 1995 DuPont , the largest manufacturer at the time, announced that it would cease production. Production stopped in 1999 and the last batches were sold in 2002.

Admission

In the EU states including Germany and Austria, no pesticides are permitted that contain cyanazine as an active ingredient. In Switzerland, a cyanazine preparation was approved for growing peas, but the approval was terminated.

Trade names

Bladex

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on cyanazine in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
↑ International Chemical Safety Card (ICSC) for Cyanazines at the National Institute for Occupational Safety and Health (NIOSH), accessed December 26, 2017.
↑ ^a ^b Cyanazine data sheet from Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).

↑ Entry on Cyanazine 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 .

^ Terence Robert Roberts, DH (David Herd) Hutson, Royal Society of Chemistry: Metabolic pathways of agrochemicals, Part 2 . 1998, ISBN 0-85404-494-9 , pp. 637 ( limited preview in Google Book search).

↑ ^a ^b Homer M. LeBaron, Janis E. McFarland, Orvin Burnside: The triazines herbicides: 50 years Revolutionizing agriculture . Elsevier Science & Technology, 2002, ISBN 0-444-51167-9 , pp. 28 ( limited preview in Google Book search).

^ Directorate-General for Health and Food Safety of the European Commission: Entry on Cyanazine in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 8, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on cyanazine in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .

[2] International Chemical Safety Card (ICSC) for Cyanazines at the National Institute for Occupational Safety and Health (NIOSH), accessed December 26, 2017.

[Sigma-3] Cyanazine data sheet from Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).

[CLP_100.040.480-4] Entry on Cyanazine 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 .

[mpw-5] Terence Robert Roberts, DH (David Herd) Hutson, Royal Society of Chemistry: Metabolic pathways of agrochemicals, Part 2 . 1998, ISBN 0-85404-494-9 , pp. 637 ( limited preview in Google Book search).

[triazin_herbs-6] Homer M. LeBaron, Janis E. McFarland, Orvin Burnside: The triazines herbicides: 50 years Revolutionizing agriculture . Elsevier Science & Technology, 2002, ISBN 0-444-51167-9 , pp. 28 ( limited preview in Google Book search).

[PSM-7] Directorate-General for Health and Food Safety of the European Commission: Entry on Cyanazine in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 8, 2016.