Isofenphos

Structural formula
General
Surname	Isofenphos
other names	Amaze; Oftanol T; 2- ( O -ethyl- N -isopropylamidothiophosphoryloxy) -benzoic acid isopropyl ester;
Molecular formula	C 15 H 24 NO 4 PS
Brief description	yellow to brown flammable liquid with a faint odor
External identifiers / databases
EC number	246-814-1
ECHA InfoCard	100,042,544
PubChem	32872
Wikidata	Q15632850
properties
Molar mass	345.4 g mol −1
Physical state	liquid
density	1.133 g cm −3
Melting point	−21 ° C
boiling point	250 ° C
Vapor pressure	0.0000044 hPa (25 ° C)
solubility	almost insoluble in water (0.018 g l −1 at 20 ° C); soluble in acetone , benzene , cyclohexanone ;
safety instructions
H and P phrases	H: 301 + 311-410
	P: 273-280-301 + 310-312-501
Toxicological data	21.1 mg kg −1 ( LD 50 , rat , oral ) ; 162 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 .

Isofenphos is an insecticide that was previously used for seed dressing . Isofenphos is one of the phosphoric acid esters . In tropical countries it was also used to control termites.

Extraction

Isofenphos is made from phosphorus trichloride . This reacts with sulfur in the presence of aluminum chloride to form thiophosphoryl trichloride , which reacts with ethanol to form ethylthiophosphorus dichloride . The next steps are the reactions with isopropyl salicylate and the subsequent intermediate with isopropylamine .

Admission

The EU Commission decided in 2002 not to include isofenphos in the list of permitted active ingredients in pesticides . It is no longer contained in plant protection products that are approved in Germany, Austria or Switzerland.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on isofenphos in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .
^ SD Gangolli, Royal Society of Chemistry (Great Britain): The Dictionary of Substances and Their Effects (DOSE): Volume 04 EJ . Royal Society of Chemistry, 1999, ISBN 0-85404-823-5 , pp. 840 ( limited preview in Google Book search).
↑ Entry on Isofenphos 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. 378 ( limited preview in Google Book search).
↑ Regulation (EC) No. 2076/2002 of the Commission of November 20, 2002 extending the deadline in accordance with Article 8 paragraph 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 Approvals of plant protection products with these active ingredients (PDF) .
^ Directorate-General for Health and Food Safety of the European Commission: Entry on isofenphos in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 19, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ ^j ^k Entry on isofenphos in the GESTIS substance database of the IFA , accessed on February 1, 2016(JavaScript required) .

[dose-2] SD Gangolli, Royal Society of Chemistry (Great Britain): The Dictionary of Substances and Their Effects (DOSE): Volume 04 EJ . Royal Society of Chemistry, 1999, ISBN 0-85404-823-5 , pp. 840 ( limited preview in Google Book search).

[CLP_100.042.544-3] Entry on Isofenphos 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. 378 ( limited preview in Google Book search).

[5] Regulation (EC) No. 2076/2002 of the Commission of November 20, 2002 extending the deadline in accordance with Article 8 paragraph 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 Approvals of plant protection products with these active ingredients (PDF) .

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