Dioxathione

Structural formula
	Mixture of stereoisomers
General
Surname	Dioxathione
other names	1,4-dioxane-2,3-diylbis ( O , O -diethyldithiophosphate); S , S ′ - (1,4-Dioxane-2,3-diyl) - O , O , O ′, O ′ -tetraethyldithiophosphate; Delnav; Deltic; Navadel;
Molecular formula	C 12 H 26 O 6 P 2 S 4
Brief description	red-brown liquid
External identifiers / databases
EC number	201-107-7
ECHA InfoCard	100.001.007
PubChem	6531
Wikidata	Q2779034
properties
Molar mass	456.55 g mol −1
Physical state	liquid
density	1.257 g cm −3
Melting point	-20 ° C
boiling point	Decomposition from 135 ° C
solubility	practically insoluble in water (0.00155 g l −1 at 20 ° C)
safety instructions
H and P phrases	H: 300-311-330-410
	P: 260-264-273-280-284-301 + 310
MAK	Switzerland: 0.2 mg m −3 (measured as inhalable dust )
Toxicological data	20 mg kg −1 ( LD 50 , rat , oral ) ; 85 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 .

Dioxathione is a chemical compound from the group of thiophosphoric acid esters . It is used as an insecticide and an acaricide .

Extraction and presentation

Dioxathione can be obtained by chlorination of 1,4-dioxane and subsequent reaction with O , O -diethyldithiophosphate .

Admission

Dioxathion was approved in the Federal Republic of Germany from 1971 to 1983.

The use of the active ingredient dioxathione in plant protection products is not permitted in the European Union. In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Individual evidence

↑ ^a ^b entry to Dioxathion in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on 1 February 2016 .
↑ ^a ^b ^c ^d ^e ^f ^g Entry on dioxathion in the GESTIS substance database of the IFA , accessed on November 27, 2013(JavaScript required) .
↑ Entry on dioxathion 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 .
↑ Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 78-34-2 or dioxathion ), accessed on November 2, 2015.
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 349 ( limited preview in Google Book search).
↑ Regulation (EC) No. 2076/2002 of the Commission of November 20, 2002 (PDF) extending 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.
↑ Directorate-General for Health and Food Safety of the European Commission: Entry on dioxathione in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 18, 2016.

[PPDB-1] try to Dioxathion in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on 1 February 2016 .

[GESTIS-2] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on dioxathion in the GESTIS substance database of the IFA , accessed on November 27, 2013(JavaScript required) .

[CLP_100.001.007-3] Entry on dioxathion 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 .

[4] Swiss Accident Insurance Fund (Suva): Limit values - current MAK and BAT values (search for 78-34-2 or dioxathion ), accessed on November 2, 2015.

[unger-5] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 349 ( limited preview in Google Book search).

[6] Regulation (EC) No. 2076/2002 of the Commission of November 20, 2002 (PDF) extending 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-7] Directorate-General for Health and Food Safety of the European Commission: Entry on dioxathione in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 18, 2016.