Cadusafos

Structural formula
	Structural formula of the isomer mixture without specifying the stereochemistry
General
Surname	Cadusafos
other names	S , S -di- sec -Butyl- O -ethyl-phosphorodithioate ( IUPAC ); O -ethyl- S , S -bis (1-methylpropyl) -phosphorodithioate;
Molecular formula	C 10 H 23 O 2 PS 2
Brief description	colorless to yellowish liquid
External identifiers / databases
EC number	619-129-4
ECHA InfoCard	100.108.705
PubChem	91752
Wikidata	Q421582
properties
Molar mass	270.39 g mol −1
Physical state	liquid
density	1.054 g cm −3
Melting point	<−65 ° C
boiling point	112-114 ° C at 1.1 hPa
Vapor pressure	0.1196 Pa (25 ° C interpolated)
solubility	slightly soluble in water (0.248 g / l); miscible with o- xylene , acetone , ethyl acetate and 1,2-dichloroethane ;
safety instructions
H and P phrases	H: 300-310-330-400
	P: 260-264-273-280-284-301 + 310
Toxicological data	37.1 mg kg −1 ( LD 50 , rat , oral ) ; 24.4 mg kg −1 ( LD 50 , male rabbit , transdermal ) ;
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Cadusafos is a mixture of three isomeric chemical compounds from the group of thiophosphoric acid esters .

Extraction and presentation

Cadusafos can be obtained by reacting phosphorus oxychloride with ethanol and 2-butyl mercaptan .

properties

Cadusafos is a colorless to yellowish liquid that is slightly soluble in water. It decomposes above 208 ° C and is stable in solution at a pH value of 5 and 7. At a pH of 9, the experimental half-life is 179 days.

use

Cadusafos is used as a nematicide . It was approved for use on bananas and potatoes in the United States and Latin America.

The effect is based on the inhibition of acetylcholinesterase .

Admission

Cadusafos is not approved as an active ingredient in plant protection products in the EU. In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

literature

EU: Conclusion regarding the peer review of the pesticide risk assessment of the active substance cadusafos. In: EFSA Journal. 7, 2009, p. 262r, doi : 10.2903 / j.efsa.2009.262r .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Data sheet Cadusafos at Sigma-Aldrich , accessed on May 22, 2017 ( PDF ).
↑ ^a ^b ^c ^d ^e FAO: Cadusafos (PDF; 376 kB)
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 344 ( limited preview in Google Book search).
↑ Terry R. Roberts, David H. Hutson, Philip W. Lee, Peter H. Nicholls: Metabolic Pathways of Agrochemicals: Part 2: Insecticides and Fungicides . Royal Society of Chemistry, 1999, ISBN 0-85404-499-X , pp. 218 ( limited preview in Google Book search).
↑ Umwelt-online.de: Environment-online-Demo: Decision 2007/428 / EG on the non-inclusion of Cadusafos in Annex I of Directive 91/414 / EEC and the revocation of the approvals for plant protection products with this active ingredient

↑ General Directorate Health and Food Safety of the European Commission: Entry on Cadusafos (aka ebufos) in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 25, 2016.

[Sigma-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Data sheet Cadusafos at Sigma-Aldrich , accessed on May 22, 2017 ( PDF ).

[FAO-2] FAO: Cadusafos (PDF; 376 kB)

[Thomas_A._Unger-3] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 344 ( limited preview in Google Book search).

[Terry_R._Roberts,_David_H._Hutson,_Philip_W._Lee,_Peter_H._Nicholls-4] Terry R. Roberts, David H. Hutson, Philip W. Lee, Peter H. Nicholls: Metabolic Pathways of Agrochemicals: Part 2: Insecticides and Fungicides . Royal Society of Chemistry, 1999, ISBN 0-85404-499-X , pp. 218 ( limited preview in Google Book search).

[umwelt-online.de-5] Umwelt-online.de: Environment-online-Demo: Decision 2007/428 / EG on the non-inclusion of Cadusafos in Annex I of Directive 91/414 / EEC and the revocation of the approvals for plant protection products with this active ingredient

[PSM-6] General Directorate Health and Food Safety of the European Commission: Entry on Cadusafos (aka ebufos) in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 25, 2016.