Prosthesis

Structural formula
General
Surname	Prosthesis
other names	O , O- diethyl- S - ( N -isopropylcarbamoylmethyl) dithiophosphate
Molecular formula	C 9 H 20 NO 3 PS 2
Brief description	Solid
External identifiers / databases
EC number	218-893-2
ECHA InfoCard	100.017.177
PubChem	16774
Wikidata	Q7251804
properties
Molar mass	285.37 g mol −1
Physical state	firmly
density	1.151 g cm −3 (32 ° C)
Melting point	28.5 ° C
boiling point	135 ° C (0.013 mbar)
solubility	miscible with most organic solvents
Refractive index	1.5128
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger
H and P phrases	H: 310-300-412
	P: ?
Toxicological data	8 mg kg −1 ( LD 50 , rat , oral ) ; 14 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 . Refractive index: Na-D line , 20 ° C

Prothoat is a chemical compound from the group of dithiophosphoric acid esters .

Extraction and presentation

Prothoate can be obtained by reacting sodium O , O- diethylphosphorodithioate with 2-chloro- N -isopropylacetamide or by reacting sodium O, O-diethylphosphorodithioate with phenyl chloroacetate and isopropylamine .

It is also possible to produce it by reacting isopropylamine with chloroacetic acid chloride and O , O- diethyl phosphorodithioate .

properties

Prothoat is a highly toxic, colorless to yellowish solid with a camphor smell .

use

Prothoate has been used as an insecticide and acaricide .

Admission

In the European Union, with Regulation (EC) No. 2076/2002 of November 20, 2002, Prothoat has not been included in Annex I of Directive 91/414 / EEC. For this reason, no plant protection products containing prothoate may be approved in the member states of the EU.

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

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry for CAS no. 2275-18-5 in the GESTIS substance database of the IFA , accessed on March 15, 2013(JavaScript required) .
↑ ^a ^b ^c ^d ^e Entry on prothoate in the Hazardous Substances Data Bank , accessed on March 15, 2013.
↑ Entry on prothoate 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 . 1996, ISBN 978-0-8155-1401-5 , pp. 366 ( limited preview in Google Book search).
↑ Regulation (EC) No. 2076/2002 (PDF) of the Commission of November 20, 2002 to extend the deadline according to Article 8 (2) of Council Directive 91/414 / EEC and on the non-inclusion of certain active substances in Annex I of this Directive and the revocation of the approval of plant protection products with these active substances.
↑ General Directorate Health and Food Safety of the European Commission: Entry on Prothoate in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 24, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry for CAS no. 2275-18-5 in the GESTIS substance database of the IFA , accessed on March 15, 2013(JavaScript required) .

[HSDB-2] Entry on prothoate in the Hazardous Substances Data Bank , accessed on March 15, 2013.

[CLP_100.017.177-3] Entry on prothoate 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 .

[Unger-4] Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 366 ( limited preview in Google Book search).

[5] Regulation (EC) No. 2076/2002 (PDF) of the Commission of November 20, 2002 to extend the deadline according to Article 8 (2) of Council Directive 91/414 / EEC and on the non-inclusion of certain active substances in Annex I of this Directive and the revocation of the approval of plant protection products with these active substances.

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