Chlordimeform

Structural formula
General
Surname	Chlordimeform
other names	N - (4-chloro- o -tolyl) - N ′, N ′ -dimethylformamidine; N '- (4-chloro-2-methylphenyl) - N , N -dimethylformamidine; Chlorophenamidine; Fundal;
Molecular formula	C 10 H 13 ClN 2
Brief description	colorless solid
External identifiers / databases
EC number	228-200-5
ECHA InfoCard	100.025.637
PubChem	22544
ChemSpider	10468746
Wikidata	Q415341
properties
Molar mass	196.68 g mol −1
Physical state	firmly
density	1.10 g cm −3
Melting point	35 ° C
boiling point	164 ° C (at 18.7 mbar)
Vapor pressure	48 mPa (20 ° C)
solubility	very heavy in water (0.25 g l −1 )
safety instructions
H and P phrases	H: 351-312-302-410
	P: 273-280-501
Toxicological data	160 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Chlordimeform is a chemical compound from the group of amidines and organic chlorine compounds .

history

Chlordimeform was sold by Ciba-Geigy between 1966 and 1976 and between 1978 and 1988 under the name Galecron as a pesticide, particularly against spider mites in cotton and other crops. In 1978, Ciba-Geigy stopped manufacturing and selling the product after independent scientists suspected the product was carcinogenic after testing on animals .

Extraction and presentation

Chlordimeform is produced industrially by condensing a Vilsmeier reagent (obtained by reacting dimethylformamide with phosphorus oxychloride , thionyl chloride or cobalt (II) chloride ) either with 4-chloro- o- toluidine or with o- toluidine and subsequent chlorination of the intermediate product formed.

use

Chlordimeform and its hydrochloride are used as pesticides ( acaricide and insecticide ). In Germany, Austria and Switzerland no pesticides with this active ingredient are approved.

Web links

Joint Meeting on Pesticide Residues (JMPR), Monograph for Chlordimeform

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on Chlordimeform in the GESTIS substance database of the IFA , accessed on May 15, 2017(JavaScript required) .
↑ ^a ^b Environmental Health Criteria (EHC) for Cholordimeform , accessed November 19, 2014.
↑ Entry on Chlordimeform 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 .
↑ Data sheet Chlordimeform at Sigma-Aldrich , accessed on May 15, 2017 ( PDF ).
^ Pesticides in the North-South area of conflict, 1960s to 1980s. The example of Galecron . .
^ Directorate-General for Health and Food Safety of the European Commission: 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 Entry on Chlordimeform in the GESTIS substance database of the IFA , accessed on May 15, 2017(JavaScript required) .

[inchem-2] Environmental Health Criteria (EHC) for Cholordimeform , accessed November 19, 2014.

[CLP_100.025.637-3] Entry on Chlordimeform 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 .

[Sigma-4] Data sheet Chlordimeform at Sigma-Aldrich , accessed on May 15, 2017 ( PDF ).

[5] Pesticides in the North-South area of conflict, 1960s to 1980s. The example of Galecron . .

[PSM-6] Directorate-General for Health and Food Safety of the European Commission: EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.