Methacrifos

Structural formula
	Structural formula of the ( E ) isomer
General
Surname	Methacrifos
other names	Methyl 3 - ((dimethoxyphosphinothioyl) oxy) methacrylate; Methyl (2 E ) -3 - [(dimethoxyphosphorothioyl) oxy] -2-methyl acrylate;
Molecular formula	C 7 H 13 O 5 PS
Brief description	colorless liquid
External identifiers / databases
EC number	250-366-2
ECHA InfoCard	100.045.773
PubChem	91598
Wikidata	Q15632893
properties
Molar mass	240.22 g mol −1
Physical state	liquid
density	1.255 g cm −3
boiling point	90 ° C at 0.0133 hPa
Vapor pressure	0.16 Pa (20 ° C)
solubility	very sparingly soluble in water (0.4 g l −1 ); soluble in methanol , methylene chloride , benzene , hexane and other organic solvents;
safety instructions
H and P phrases	H: 302-317-410
	P: 280-301 + 312 + 330
Toxicological data	678 mg kg −1 ( LD 50 , rat , oral ) ; > 3,100 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 .

Methacrifos is a chemical compound from the group of substituted thiophosphoric acid esters and is an enol ester .

Extraction and presentation

Methacrifos can be obtained by reacting the sodium salt of 3-hydroxymethacrylic acid methyl ester with O , O -dimethylchlorothiophosphate .

properties

Methacrifos is a colorless liquid that is very sparingly soluble in water.

use

Methacrifos is used as an insecticide and acaricide .

Admission

In the European Union, Methacrifos was not included in Annex I of Directive 91/414 / EEC by Regulation (EC) No. 2076/2002 of November 20, 2002. For this reason, no pesticides containing methacrifos may be approved in the EU countries.

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

Web links

Australian Center for International Agricultural Research: Methacrifos (PDF; 1.3 MB)

Individual evidence

↑ ^a ^b Joint Meeting on Pesticide Residues (JMPR), Monograph for Methacrifos , accessed December 9, 2014.
↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on methacrifos in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .
↑ Entry on Methyl 3 - [(dimethoxyphosphinothioyl) oxy] methacrylate Template: Linktext-Check / Escaped 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 0-8155-1853-6 , pp. 328 ( limited preview in Google Book search).
↑ Regulation (EC) No. 2076/2002 (PDF) of the Commission of November 20, 2002
^ Directorate-General for Health and Food Safety of the European Commission: Entry on Methacrifos in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 24, 2016.

[WHO-1] Joint Meeting on Pesticide Residues (JMPR), Monograph for Methacrifos , accessed December 9, 2014.

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j Entry on methacrifos in the GESTIS substance database of the IFA , accessed on January 8, 2020(JavaScript required) .

[CLP_100.045.773-3] Entry on Methyl 3 - [(dimethoxyphosphinothioyl) oxy] methacrylate Template: Linktext-Check / Escaped 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-4] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 328 ( limited preview in Google Book search).

[5] Regulation (EC) No. 2076/2002 (PDF) of the Commission of November 20, 2002

[PSM-6] Directorate-General for Health and Food Safety of the European Commission: Entry on Methacrifos in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 24, 2016.