Ethofumesate

Structural formula
	Simplified structural formula without stereochemistry
General
Surname	Ethofumesate
other names	(2-ethoxy-3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl) methanesulfonate; (±) -2-Ethoxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulfonate; ( RS ) -2-ethoxy-2,3-dihydro-3,3-dimethylbenzofuran-5-yl methanesulfonate; Nortron; Tramat;
Molecular formula	C 13 H 18 O 5 S
Brief description	white crystals
External identifiers / databases
EC number	247-525-3
ECHA InfoCard	100.043.190
PubChem	33360
Wikidata	Q27157188
properties
Molar mass	286.34 g mol −1
Physical state	firmly
density	1.29 g cm −3
Melting point	70-72 ° C
boiling point	decomposes
solubility	practically insoluble in water (50 mg l −1 at 20 ° C)
safety instructions
GHS hazard labeling from Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
H and P phrases	H: 411
	P: 273
Toxicological data	> 6400 mg kg −1 ( LD 50 , rat , oral ) ; 1440 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 .

Ethofumesate is a chemical compound from the group of benzofurans , which was introduced by Schering in 1974 as a selective systemic herbicide .

Extraction and presentation

Ethofumesate can be obtained from 1,4-benzoquinone and isobutanal . In the presence of a base, these react to form a benzofuran, which further reacts with ethanol and methanesulfonyl chloride to form ethofumesate.

use

Ethofumesate works by inhibiting lipid synthesis . It is absorbed through the roots as a soil herbicide.

Ethofumesat is mainly used in pre- and post-emergence to control weeds and broad-leaved weeds in sugar and fodder beet cultivation . Sufficient soil moisture increases the long-term effect.

Dismantling

Ethofumesate is neither poisonous to bees nor to fish. It degrades very slowly in the soil with a half-life of between twelve weeks and more than a year.

Admission

Ethofumesate is approved as an active ingredient in plant protection products in the European Union.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Entry on ethofumesate. In: Römpp Online . Georg Thieme Verlag, accessed on June 12, 2014.
↑ ^a ^b ^c ^d Entry on ethofumesate in the GESTIS substance database of the IFA , accessed on February 9, 2017(JavaScript required) .
↑ Entry on Ethofumesate in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on June 12, 2014.
↑ Entry on Ethofumesate 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 .
↑ Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 840 ( preview ).
↑ Datasheet Betanal expert
↑ Directorate-General for Health and Food Safety of the European Commission: Entry on Ethofumesate in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 15, 2016.

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

[GESTIS-2] Entry on ethofumesate in the GESTIS substance database of the IFA , accessed on February 9, 2017(JavaScript required) .

[ppdb-3] Entry on Ethofumesate in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on June 12, 2014.

[CLP_100.043.190-4] Entry on Ethofumesate 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 .

[unger-5] Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 840 ( preview ).

[6] Datasheet Betanal expert

[7] Directorate-General for Health and Food Safety of the European Commission: Entry on Ethofumesate in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 15, 2016.