Propaquizafop

Structural formula
General
Surname	Propaquizafop
other names	2-Isopropylideneamino-oxyethyl ( R ) -2- [4- (6-chloroquinoxalin-2-yloxy) phenoxy] propionate; ( R ) -2- [4 - [(6-Chloro-2-quinoxalinyl) oxy] phenoxy] propionic acid 2 - [(1-methyl-ethylidene) aminooxy] ethyl ester;
Molecular formula	C 22 H 22 ClN 3 O 5
Brief description	colorless crystals; dirty white powder;
External identifiers / databases
EC number	601-099-9
ECHA InfoCard	100.121.415
PubChem	16213016
ChemSpider	16736385
Wikidata	Q27155700
properties
Molar mass	443.88 g mol −1
Physical state	firmly
density	0.96 g cm −3 (bulk density)
Melting point	66.3 ° C
solubility	almost insoluble in water; soluble in acetone , chloroform and toluene ;
safety instructions
GHS labeling of hazardous substances Caution
H and P phrases	H: 332
	P: no P-phrases
Toxicological data	> 5000 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 .

Propaquizafop is a chemical compound from the group of quinoxalines and quizalofop herbicides .

history

Propaquizafop belongs to the group of aryloxyphenoxypropionates (FOPs) and was founded in 1985 by Dr. R. Maag (now Syngenta ) introduced as a herbicide .

Extraction and presentation

Propaquizafop can be obtained by a multi-stage reaction starting from acetone oxime by reacting with ethylene oxide , lactic acid and p -toluenesulfonic acid , as well as the reaction product of 2,6-dichloroquinoxaline with hydroquinone .

properties

Propaquizafop is a white powder that is insoluble in water.

use

Propaquizafop is used as a herbicide for selective post-emergence weed control against a wide range of annual and perennial grasses in sugar beets, rapeseed, soy, sunflowers, other crops, vegetables, fruit trees, vines and in the forest. The effect is based on the inhibition of acetyl-CoA carboxylase (ACCase).

Admission

With effect from December 1, 2009, Propaquizafop was added to the list of active ingredients for pesticides permitted in the European Union . In Germany, Austria and Switzerland, plant protection products (e.g. Agil , Shogun ) with this active ingredient are approved.

Individual evidence

↑ ^a ^b Entry on Propaquizafop. In: Römpp Online . Georg Thieme Verlag, accessed on May 26, 2014.
↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on Propaquizafop in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on July 31, 2013.
↑ ^a ^b ^c Data sheet Propaquizafop, PESTANAL at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).
↑ Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 597 ( preview ).
↑ agropedia: PROPAQUIZAFOP - a new herbicide
↑ Commission Directive 2009/37 / EC of April 23, 2009 amending Council Directive 91/414 / EEC to include the active substances chlormequat, copper compounds, propaquizafop, quizalofop-P, teflubenzuron and zeta-cypermethrin (PDF)
^ Directorate-General for Health and Food Safety of the European Commission: Entry on Propaquizafop in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.

[roempp-1] Entry on Propaquizafop. In: Römpp Online . Georg Thieme Verlag, accessed on May 26, 2014.

[herts-2] ↑ ^a ^b ^c ^d ^e ^f ^g ^h Entry on Propaquizafop in the Pesticide Properties DataBase (PPDB) of the University of Hertfordshire , accessed on July 31, 2013.

[Sigma-3] Data sheet Propaquizafop, PESTANAL at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).

[Unger-4] Thomas A. Unger: Pesticide synthesis handbook . 1996, ISBN 978-0-8155-1401-5 , pp. 597 ( preview ).

[agropedia-5] ropedia: PROPAQUIZAFOP - a new herbicide

[6] Commission Directive 2009/37 / EC of April 23, 2009 amending Council Directive 91/414 / EEC to include the active substances chlormequat, copper compounds, propaquizafop, quizalofop-P, teflubenzuron and zeta-cypermethrin (PDF)

[PSM-7] Directorate-General for Health and Food Safety of the European Commission: Entry on Propaquizafop in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 13, 2016.