Benfluralin

Structural formula
General
Surname	Benfluralin
other names	N -butyl- N -ethyl-2,6-dinitro-4- (trifluoromethyl) aniline; Balan; Banal;
Molecular formula	C 13 H 16 F 3 N 3 O 4
Brief description	orange solid
External identifiers / databases
EC number	217-465-2
ECHA InfoCard	100,015,878
PubChem	2319
Wikidata	Q421520
properties
Molar mass	335.28 g mol −1
Physical state	firmly
Melting point	65-66.5 ° C
boiling point	121-122 ° C (0.6 mbar)
Vapor pressure	0.000519 hPa (30 ° C)
solubility	practically insoluble in water (<1 mg l −1 at 25 ° C); soluble in hexane and methanol, acetone, dichloromethane, chloroform;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 410
	P: 273-501
Toxicological data	10000 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 .

Benfluralin is an active ingredient for crop protection and a chemical compound from the group of dinitroaniline derivatives.

Extraction and presentation

Benfluralin can be obtained by nitration of 4-chlorobenzotrifluoride and subsequent reaction with N -ethylbutylamine.

properties

Benfluralin is a flammable orange solid that is practically insoluble in water. The compound is stable in the pH range from 5 to 9, but is light sensitive.

use

Benfluralin is used as a herbicide . It is a selective soil herbicide against annual grasses and some annual broadleaf weeds in peanut, lettuce, cucumber, chicory, endive, field beans, green beans, lentils, alfalfa, clover, tobacco and on lawns. It is absorbed through the roots and acts on the seed germination and prevents weed growth by inhibiting the development of roots and shoots. It prevents the formation of the microtubules.

Admission

In some EU countries, benfluralin is approved as a plant protection product , but not in Germany, Austria and Switzerland.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on benfluralin in the GESTIS substance database of the IFA , accessed on February 10, 2017(JavaScript required) .
↑ Benfluralin data sheet from Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).

↑ ^a ^b Ullmann's Agrochemicals, Volume 1, p. 802; ISBN 978-3-527-31604-5 .

↑ ^a ^b Terence Robert Roberts, David Herd Hutson; Metabolic pathways of agrochemicals, part 2, pp. 245ff; ISBN 978-0-85404-494-8 .

↑ Globachem: Benfluralin ( Memento from March 15, 2014 in the Internet Archive ).

^ Directorate-General for Health and Food Safety of the European Commission: Entry on benfluralin in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g ^h ⁱ Entry on benfluralin in the GESTIS substance database of the IFA , accessed on February 10, 2017(JavaScript required) .

[Sigma-2] Benfluralin data sheet from Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).

[ullmann-3] Ullmann's Agrochemicals, Volume 1, p. 802; ISBN 978-3-527-31604-5 .

[mpoa-4] Terence Robert Roberts, David Herd Hutson; Metabolic pathways of agrochemicals, part 2, pp. 245ff; ISBN 978-0-85404-494-8 .

[5] Globachem: Benfluralin ( Memento from March 15, 2014 in the Internet Archive ).

[PSM-6] Directorate-General for Health and Food Safety of the European Commission: Entry on benfluralin in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.