Phenthoate

Structural formula
	Mixture of enantiomers - structural formula without stereochemistry
General
Surname	Phenthoate
other names	( RS ) - S - (alpha- (ethoxycarbonyl) benzyl) - O , O -dimethyldithiophosphate; Ethyl - [(dimethoxyphoshorothioyl) thio] (phenyl) acetate;
Molecular formula	C 12 H 17 O 4 PS 2
Brief description	colorless crystalline solid; in technical quality: yellow-red viscous liquid;
External identifiers / databases
EC number	219-997-0
ECHA InfoCard	100.018.180
PubChem	17435
Wikidata	Q7181408
properties
Molar mass	320.36 g mol −1
Physical state	liquid
density	1.226 g cm −3
Melting point	17-18 ° C
Vapor pressure	5 mPa (40 ° C)
solubility	practically insoluble in water (11 mg l −1 at 20 ° C)
safety instructions
H and P phrases	H: 302 + 312-330-410
	P: 260-273-280-284-310-501
Toxicological data	400 mg kg −1 ( LD 50 , rat , oral ) ; 71 mg kg −1 ( LD 50 , rat , oral ) ; 700 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 .

Phenthoat is a 1: 1 mixture ( racemate ) of two isomeric chemical compounds from the group of thiophosphoric acid esters and an insecticide and acaricide introduced by Montecatini (now Isagro ) in 1961 .

Extraction and presentation

Phenthoate can be obtained by reacting α-phenyl-α-bromoethyl acetate with dimethyldithiophosphoric acid (DMPA).

use

Phenthoat (trade names Cidial , Elsan , Papthion ) has been used as a non-systemic insecticide and acaricide with contact and feeding effects. Like all organophosphates, it works by inhibiting acetylcholinesterase in the insect's nervous system. Phenthoat has a broad spectrum of activity.

Admission

No plant protection products containing this active ingredient are permitted in the EU or Switzerland .

Individual evidence

↑ ^a ^b ^c ^d ^e ^f Entry on Phenthoat. In: Römpp Online . Georg Thieme Verlag, accessed on November 12, 2014.

↑ ^a ^b ^c ^d ^e Entry on phenthoate in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .

↑ Entry on Phenthoate 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 .

↑ Phenthoate data sheet from Sigma-Aldrich , accessed on November 13, 2014 ( PDF ).

↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 361 ( limited preview in Google Book search).

↑ General Directorate Health and Food Safety of the European Commission: Entry on Phenthoate in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 27, 2016.

[roempp-1] ↑ ^a ^b ^c ^d ^e ^f Entry on Phenthoat. In: Römpp Online . Georg Thieme Verlag, accessed on November 12, 2014.

[GESTIS-2] Entry on phenthoate in the GESTIS substance database of the IFA , accessed on January 8, 2018(JavaScript required) .

[CLP_100.018.180-3] Entry on Phenthoate 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 .