Quizalofop herbicides

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Both isomers of Quizalofop

Quizalofop is the name of various chemical compounds from the group of aryloxyphenoxypropionic acid - herbicides . Structurally, they are derivatives of phenoxyacetic acid and quinoxaline .

Quizalofop itself is a free acid that has a center of chirality and can therefore exist in two mirror-image forms, the ( R ) and the ( S ) isomer . The ( R ) -isomer is more effective , it is indicated in the name by the addition “-P”, for example Quizalofop-P .

Further compounds result from the esterification of the carboxy group with various alcohols (e.g. methanol or ethanol)

Representative

Quizalofop herbicides
Surname Quizalofop Quizalofop-P Quizalofop-methyl Quizalofop-ethyl Quizalofop-P-ethyl Quizalofop-tefuryl Quizalofop-P-tefuryl Propaquizafop
Structure description free acid, racemate ( R ) isomer of Quizalofop Methyl ester of racemic quizalofop Ethyl ester of racemic quizalofop ( R ) -isomer of quizalofop-ethyl Tetrahydrofurfuryl ester of racemic quizalofop ( R ) -isomer of quizalofop-tefuryl 2-isopropylideneamino-oxyethyl ester of racemic quizalofop
CAS number 76578-12-6 94051-08-8 76578-13-7 76578-14-8 100646-51-3 119738-06-6 200509-41-7 111479-05-1
EC number 616-350-8 618-997-1 616-351-3 600-119-3 414-200-4
601-628-3 		682-785-5 601-099-9
ECHA info card 100.114.382 100.116.160 100.116.160 100.132.447 100.101.332
100.123.210 		100.207.910 100.121.415
PubChem 178795 5484172 187101 53518 1617113 86175 14601092 16213016
Wikidata Q2123552 Q27287217 Q27276154 Q27155607 Q27252886 Q27155663 Q53947435 Q27155700

use

The quizalofop-compounds are used as post-emergence - herbicides used.

Admission status

Quizalofop was approved in Germany between 1986 and 1996 as an active ingredient in plant protection products. Today it is no longer an approved active ingredient in the states of the European Union.

Quizalofop-P has been approved in Germany since 1994. It is an active ingredient in plant protection products in Germany, but not in Switzerland and Austria.

Quizalofop-ethyl is not approved as an active ingredient in the EU or Switzerland.

Quizalofop-P-ethyl was approved for use as a herbicide in the EU with effect from December 1, 2009. Plant protection products containing Quizalofop-P are on the market in Germany, Austria and Switzerland.

Quizalofop-P-tefuryl was approved for use as a herbicide in the EU with effect from December 1, 2009.

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

  1. ↑ Rudolf Heitefuss: Plant protection: Basics of the practical Phytomedicin . Georg Thieme Verlag, 2000, ISBN 3-13-513303-6 , p. 211 ( limited preview in Google Book search).
  2. ^ A b Peter Brandt: Reports on Plant Protection Products 2009: Active Ingredients in Plant Protection Products ; Approval history and regulations of the Plant Protection Application Ordinance . Springer DE, 2010, ISBN 3-0348-0028-2 , pp. 25 ( limited preview in Google Book search).
  3. ^ Directorate-General for Health and Food Safety of the European Commission: Entry on Quizalofop in the EU pesticide database; accessed on February 23, 2018.
  4. ↑ General Directorate Health and Food Safety of the European Commission: Entry on Quizalofop-P in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on February 23, 2018.
  5. ^ Directorate-General for Health and Food Safety of the European Commission: EU pesticide database ; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on May 18, 2018.
  6. ↑ General Directorate Health and Food Safety of the European Commission: Entry on Quizalofop-P-ethyl in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 6, 2019.
  7. ↑ Entry on (±) -Tetrahydrofurfuryl- (R) -2- (4- (6-chloroquinoxalin-2-yloxy) -phenyloxy) propanoate in the GESTIS substance database of the IFA , accessed on February 23, 2018(JavaScript required) .
  8. ↑ General Directorate Health and Food Safety of the European Commission: Entry on Quizalofop-P-tefuryl in the EU pesticide database ; accessed on February 23, 2018.
  9. ↑ 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) .
  10. ^ 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 May 18, 2018.