Flocoumafen

Structural formula
Simplified structural formula without stereochemistry
General
Surname	Flocoumafen
other names	4-hydroxy-3- (1,2,3,4-tetrahydro-3- (4- (4-trifluoromethylbenzyloxy) phenyl) -1-naphthyl) coumarin Flocumafen
Molecular formula	C 33 H 25 F 3 O 4
Brief description	colorless solid
External identifiers / databases
CAS number 90035-08-8 EC number 421-960-0 ECHA InfoCard 100.102.053 PubChem 91748 ChemSpider 82846 Wikidata Q408221
properties
Molar mass	542.55 g mol −1
Physical state	firmly
Melting point	181-191 ° C
solubility	almost insoluble in water (0.114 mg l −1 at 20 ° C)
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary danger H and P phrases H: 300-310-330-360D-372-410 P: 273-314-501
Toxicological data	0.25 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Flocoumafen is a toxic mixture of four isomeric chemical compounds from the group of coumarins , which is used as rodent poison ("rat poison") .

Extraction and presentation

Flocoumafen can be obtained by a synthesis similar to that of Brodifacoum , but using 4-trifluoromethylmethyloxybenzene instead of diphenyl bromide in the first synthesis step.

properties

Flocoumafen is a colorless solid that is insoluble in water. The technical product is a mixture of the cis and trans forms of the compound, with 50% to 80% of the cis and 20% to 50% of the trans isomer being found in the technical product ; both are also racemates . Flocoumafen is stable to hydrolysis .

use

Flocoumafen is a second generation anticoagulant used as a rodenticide .

Individual evidence

1. ↑ ^{a b c} data sheet Flocoumafen at Sigma-Aldrich , accessed on May 21, 2017 ( PDF ).
2. ↑ ^{a b c d} Entry on Flocoumafen in the GESTIS substance database of the IFA , accessed on January 10, 2017(JavaScript required) .
3. ↑ Entry to A mixture of: cis-4-hydroxy-3- (1,2,3,4-tetrahydro-3- (4- (4-trifluoromethylbenzyloxy) phenyl) -1-naphthyl) coumarin; trans-4-hydroxy-3- (1,2,3,4-tetrahydro-3- (4- (4-trifluoromethylbenzyloxy) phenyl) -1-naphthyl) coumarin in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), retrieved on February 1, 2016. Manufacturers or distributors can expand the harmonized classification and labeling .
4. ↑ Thomas A. Unger: Pesticide synthesis handbook. 1996, ISBN 978-0-8155-1401-5 , p. 850 ( limited preview in Google book search).
5. ↑ BAUA: Flocoumafen (Rodenticide) Assessment Report , May 15, 2009.
6. ↑ BASF Storm Pellet ( Memento from January 1, 2016 in the Internet Archive )