Fenpropathrin

Structural formula
	1: 1 mixture of ( R ) -form (top) ; and ( S ) -form (bottom)
General
Surname	Fenpropathrin
other names	α-cyano-3-phenoxybenzyl-2,2,3,3-tetramethylcyclopropane carboxylate; ( RS ) -α-Cyano-3-phenoxybenzyl-2,3,3-tetramethylcyclopropane-carboxylate ( IUPAC ) ; Danitol;
Molecular formula	C 22 H 23 NO 3
Brief description	light yellow solid
External identifiers / databases
EC number	254-485-0
ECHA InfoCard	100,049,514
PubChem	47326
ChemSpider	43074
Wikidata	Q1404816
properties
Molar mass	349.4 g mol −1
Physical state	firmly
density	1.15 g cm −3
Melting point	45-50 ° C
solubility	practically insoluble in water (0.33 mg l −1 at 20 ° C); readily soluble in acetone , acetonitrile , cyclohexanone , ethyl acetate , methanol and xylene ;
safety instructions
H and P phrases	H: 301-312-330-410
	P: 260-273-301 + 310 + 330-304 + 340 + 310-391-403 + 233
Toxicological data	18 mg kg −1 ( LD 50 , rat , 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 .

Fenpropathrin is a chemical compound from the group of pyrethroids .

properties

Fenpropathrin is a flammable pale yellow solid that is practically insoluble in water. It is unstable in alkaline conditions.

use

Estimated US application rate in 2011

Fenpropathrin is used as an acaricide and insecticide to control a range of insects, especially mites, in the cultivation of fruits and vegetables. It works by blocking the nerve cells' sodium channels .

In the USA there was a renaissance of fenpropathrin application after 1999, where it is mainly used in viticulture today.

Admission

In none of the EU countries including Germany, Austria and Switzerland are pesticides approved that contain fenpropathrin as an active ingredient.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on fenpropathrin in the GESTIS substance database of the IFA , accessed on January 23, 2020(JavaScript required) .
↑ ^a ^b ^c FAO: Fenpropathrin (PDF; 232 kB)
↑ Entry on α-cyano-3-phenoxybenzyl 2,2,3,3-tetramethylcyclopropanecarboxylate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
^ Terence Robert Roberts, DH Hutson: Metabolic pathways of agrochemicals . Royal Soc of Chemistry, 1999, ISBN 978-0-85404-499-3 ( page 653 in Google book search).
↑ General Directorate Health and Food Safety of the European Commission: Entry on fenpropathrin in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 8, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on fenpropathrin in the GESTIS substance database of the IFA , accessed on January 23, 2020(JavaScript required) .

[FAO-2] FAO: Fenpropathrin (PDF; 232 kB)

[CLP_100.049.514-3] Entry on α-cyano-3-phenoxybenzyl 2,2,3,3-tetramethylcyclopropanecarboxylate in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .

[Roberts-4] Terence Robert Roberts, DH Hutson: Metabolic pathways of agrochemicals . Royal Soc of Chemistry, 1999, ISBN 978-0-85404-499-3 ( page 653 in Google book search).

[PSM-5] General Directorate Health and Food Safety of the European Commission: Entry on fenpropathrin in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 8, 2016.