Anilofos

Structural formula
General
Surname	Anilofos
other names	S - {2 - [(4-chlorophenyl) isopropylamino] -2-oxoethyl} - O, O -dimethyldithiophosphate
Molecular formula	C 13 H 19 ClNO 3 PS 2
Brief description	crystalline colorless solid
External identifiers / databases
EC number	264-756-5
ECHA InfoCard	100.058.851
PubChem	91687
ChemSpider	82790
Wikidata	Q16760606
properties
Molar mass	367.85 g mol −1
Physical state	firmly
Melting point	50.5-52.5 ° C
solubility	practically insoluble in water: 13.6 mg l −1 (20 ° C)
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 302
	P: no P-phrases
Toxicological data	472 mg kg −1 ( LD 50 , rat, male , oral ) ; 830 mg kg −1 ( LD 50 , rat, female , oral ) ; > 2000 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 .

Anilofos is a chemical compound from the phosphorodithioate group and a herbicide that was developed by Hoechst in the 1980s .

Extraction and presentation

Anilofos can be prepared from 1,4-dichlorobenzene and isopropylamine , which react to p -chloro- N -isopropylaniline. p -Chlor- N -isopropylaniline reacts further with chloroacetic acid chloride and dimethyldithiophosphoric acid (DMPA) to form anilofos.

Anilofos was used as a selective herbicide under the trade names Arozin and Rico , especially in rice cultivation.

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

↑ ^a ^b ^c ^d ^e ^f ^g Entry on Anilofos. In: Römpp Online . Georg Thieme Verlag, accessed on May 5, 2014.
↑ ^a ^b ^c ^d data sheet Anilofos at Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 342 ( limited preview in Google Book search).
↑ General Directorate Health and Food Safety of the European Commission: Entry on Anilofos in the EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.