Hexaflumuron

Structural formula
General
Surname	Hexaflumuron
other names	1- [3,5-dichloro-4- (1,1,2,2-tetrafluoroethoxy) phenyl] -3- (2,6-difluorobenzoyl) urea ( IUPAC ); N - ({[3,5-dichloro-4- (1,1,2,2-tetrafluoroethoxy) phenyl] amino} carbonyl) -2,6-difluorobenzamide;
Molecular formula	C 16 H 8 Cl 2 F 6 N 2 O 3
Brief description	colorless solid
External identifiers / databases
EC number	401-400-1
ECHA InfoCard	100.100.333
PubChem	91741
ChemSpider	82839
Wikidata	Q2717971
properties
Molar mass	461.14 g mol −1
Physical state	firmly
density	1.68 g cm −3 (bulk density)
Melting point	203.5 ° C
boiling point	300 ° C (decomposition)
Vapor pressure	0.059 mPa (25 ° C)
solubility	practically insoluble in water (0.027 mg l −1 at 20 ° C); soluble in acetone and ethyl acetate;
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary Caution
H and P phrases	H: 410
	P: 273-391-501
Toxicological data	> 5000 mg kg −1 ( LD 50 , rat , oral ) ; > 5000 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 .

Hexaflumuron is a chemical compound from the group of benzoylureas .

Extraction and presentation

Hexaflumuron can be obtained by reacting 2,6-difluorobenzoyl isocyanate with 3,5-dichloro-1,1,2,2-tetrafluoroethoxyaniline .

properties

Hexaflumuron is a colorless solid that is practically insoluble in water.

use

Hexaflumuron is used as an insecticide specifically against termites . It inhibits the growth of insects because it intervenes in the synthesis of chitin .

Admission

Hexaflumuron was first approved in the United States in 1994.

Use as an active ingredient in pesticides is not permitted in the European Union. In Germany, Austria and Switzerland, no pesticides with this active ingredient are permitted.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on hexaflumuron in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on August 1, 2013.
↑ Entry on hexaflumuron in the GESTIS substance database of the IFA , accessed on December 30, 2019(JavaScript required) .
↑ Entry on hexaflumuron (ISO); 1- (3,5-dichloro-4- (1,1,2,2-tetrafluoroethoxy) phenyl) -3- (2,6-difluorobenzoyl) urea in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on 30 December 2019. Manufacturers or distributors can extend the harmonized classification and labeling .
↑ ^a ^b ^c Datasheet Hexaflumuron at Sigma-Aldrich , accessed on February 7, 2018 ( PDF ).
↑ Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 238 (English, limited preview in Google Book search).
↑ Simin Khajepour, Hamzeh Izadi, Mohammad Javad Asari: Evaluation of two formulated chitin synthesis inhibitors, hexaflumuron and lufenuron against the raisin moth, Ephestia figulilella . In: Journal of insect science . tape 12 , 2012, p. 102 , doi : 10.1673 / 031.012.10201 , PMID 23425138 , PMC 3605030 (free full text) - (English).
↑ NPIC: Hexaflumuron (PDF; 270 kB).
↑ Decision of the Commission of January 30, 2004 on the non-inclusion of certain active substances in Annex I of Directive 91/414 / EEC of the Council as well as the revocation of the authorizations for plant protection products with these active substances
^ Directorate-General for Health and Food Safety of the European Commission: Entry on hexaflumuron in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 24, 2016.

[ppdb-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on hexaflumuron in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on August 1, 2013.

[GESTIS-2] Entry on hexaflumuron in the GESTIS substance database of the IFA , accessed on December 30, 2019(JavaScript required) .

[CLP_100.100.333-3] Entry on hexaflumuron (ISO); 1- (3,5-dichloro-4- (1,1,2,2-tetrafluoroethoxy) phenyl) -3- (2,6-difluorobenzoyl) urea in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on 30 December 2019. Manufacturers or distributors can extend the harmonized classification and labeling .

[Sigma-4] Datasheet Hexaflumuron at Sigma-Aldrich , accessed on February 7, 2018 ( PDF ).

[Unger-5] Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 238 (English, limited preview in Google Book search).

[6] Simin Khajepour, Hamzeh Izadi, Mohammad Javad Asari: Evaluation of two formulated chitin synthesis inhibitors, hexaflumuron and lufenuron against the raisin moth, Ephestia figulilella . In: Journal of insect science . tape 12 , 2012, p. 102 , doi : 10.1673 / 031.012.10201 , PMID 23425138 , PMC 3605030 (free full text) - (English).

[7] NPIC: Hexaflumuron (PDF; 270 kB).

[8] Decision of the Commission of January 30, 2004 on the non-inclusion of certain active substances in Annex I of Directive 91/414 / EEC of the Council as well as the revocation of the authorizations for plant protection products with these active substances

[PSM-9] Directorate-General for Health and Food Safety of the European Commission: Entry on hexaflumuron in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 24, 2016.