Pyrimethanil

Structural formula
General
Surname	Pyrimethanil
other names	2-anilino-4,6-dimethylpyrimidine; N - (4,6-dimethylpyrimidin-2-yl) aniline; Scala;
Molecular formula	C 12 H 13 N 3
Brief description	almost odorless, off-white to yellow, crystalline powder
External identifiers / databases
EC number	414-220-3
ECHA InfoCard	100.101.334
PubChem	91650
ChemSpider	82753
Wikidata	Q7263600
properties
Molar mass	199.25 g mol −1
Physical state	firmly
density	1.15 g cm −3
Melting point	96.3 ° C
Vapor pressure	0.000011 hPa (20 ° C)
solubility	very sparingly soluble in water (0.12 g l −1 at 25 ° C); Easily soluble in methanol, acetone, toluene;
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
H and P phrases	H: 411
	P: 273
Toxicological data	4150 mg kg −1 ( LD 50 , rat , oral ) ; > 5000 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 .

Pyrimethanil is a chemical compound from the group of the anilino-pyrimidines . It is one of the AP fungicides that work by inhibiting methionine synthase .

Extraction and presentation

Pyrimethanil can be obtained by reacting 4,6-dimethyl-2-methyl-sulfonylpyrimidine with formanilide and hydrochloric acid .

Admission

In 2006 the EU Commission decided to include pyrimethanil for use as a fungicide in the list of active ingredients permitted for plant protection products. The production-related contamination of pyrimethanil with cyanamide was classified as questionable, the cyanamide content must not exceed 0.5 g / kg.

In Germany, Austria and Switzerland, plant protection products with this active ingredient are approved.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f FAO data sheet (PDF; 877 kB)
↑ ^a ^b Datasheet Pyrimethanil, PESTANAL at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).
↑ Entry on N- (4,6-dimethylpyrimidin-2-yl) aniline 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 .
↑ ^a ^b Entry on pyrimethanil in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on October 9, 2013.
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 562 ( limited preview in Google Book search).
↑ Directive 2006/74 / EC of the Commission of August 21, 2006 (PDF) amending Council Directive 91/414 / EEC to include the active substances dichlorprop-P, metconazole, pyrimethanil and triclopyr.
^ Directorate-General for Health and Food Safety of the European Commission: Entry on pyrimethanil in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 19, 2016.

[fao-1] ↑ ^a ^b ^c ^d ^e ^f FAO data sheet (PDF; 877 kB)

[Sigma-2] Datasheet Pyrimethanil, PESTANAL at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).

[CLP_100.107.894-3] Entry on N- (4,6-dimethylpyrimidin-2-yl) aniline 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 .

[ppdb-4] Entry on pyrimethanil in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on October 9, 2013.

[unger-5] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 562 ( limited preview in Google Book search).

[6] Directive 2006/74 / EC of the Commission of August 21, 2006 (PDF) amending Council Directive 91/414 / EEC to include the active substances dichlorprop-P, metconazole, pyrimethanil and triclopyr.

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