Fluroxypyr

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Structural formula
Structural formula of fluroxypyr
General
Surname Fluroxypyr
other names

4-amino-3,5-dichloro-6-fluoro-2-pyridyloxyacetic acid

Molecular formula C 7 H 5 Cl 2 FN 2 O 3
Brief description

white crystals

External identifiers / databases
CAS number
  • 69377-81-7
  • 81406-37-3 (1-methyl-heptyl ester)
EC number 614-957-2
ECHA InfoCard 100.126.253
PubChem 50465
ChemSpider 45757
Wikidata Q13416874
properties
Molar mass 255.03 g mol −1
Physical state

firmly

density

1.09 g cm −3

Melting point

232-233 ° C

solubility
  • practically insoluble in water (91 mg l −1 at 20 ° C)
  • soluble in methanol
safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
no GHS pictograms
H and P phrases H: 412
P: no P-phrases
Toxicological data
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Fluroxypyr is an organic compound that belongs to the heterocycles (more precisely: heteroaromatics ). It consists of a pyridine ring that is multiply substituted.

Extraction and presentation

Fluroxypyr can be obtained by reacting 4-amino-2,3,5-trichloro-6-fluoropyridine with sodium hydroxide , butyl chloroacetate and hydrogen chloride .

properties

Fluroxypyr is a white solid that is slightly soluble in water. It is stable to hydrolysis .

use

Fluroxypyr is used as an active ingredient in crop protection products. It is a systemic and selective herbicide from the class of growth substances that is preferably used in post-emergence.

Admission

The active ingredient fluroxypyr was for use as a herbicide in the list of permitted in the European Union in 2000 pesticide active ingredients added. After the approval was extended in the meantime, the use of Fluroxypyr was approved again in 2011.

In a number of EU countries, including Germany and Austria, as well as Switzerland, plant protection products with this active ingredient are approved.

Individual evidence

  1. a b c d e f g h i j Entry on Fluroxypyr in the GESTIS substance database of the IFA , accessed on February 23, 2014(JavaScript required) .
  2. a b EU: Review report for the active substance fluroxypyr. Finalized in the Standing Committee on Plant Health at its meeting on November 30, 1999 (PDF; 110 kB).
  3. Entry on 4-amino-3,5-dichloro-6-fluoro-2-pyridyloxyacetic acid in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on August 1, 2016. Manufacturers or distributors can use the harmonized classification and labeling expand .
  4. Fluroxypyr data sheet , PESTANAL at Sigma-Aldrich , accessed on May 19, 2017 ( PDF ).
  5. Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 535 (English, limited preview in Google Book search).
  6. Metabolic Pathways of Agrochemicals: Insecticides and fungicides . Royal Society of Chemistry, 1998, ISBN 0-85404-494-9 , pp. 81 ( limited preview in Google Book search).
  7. ^ Müfit Bahadir, Harun Parlar, Michael Spiteller: Springer Umweltlexikon. Springer, 2000, ISBN 3-642-56998-6 , pp. 451 ( limited preview in Google Book search).
  8. Directive 2000/10 / EC of the Commission of March 1, 2000 for the inclusion of an active substance (fluroxypyr) in Annex I of Directive 91/414 / EEC of the Council on the placing of plant protection products on the market
  9. Implementing Regulation (EU) No. 736/2011 of the Commission of July 26, 2011 for the approval of the active substance fluroxypyr according to Regulation (EC) No. 1107/2009 of the European Parliament and of the Council on the placing of plant protection products on the market and amending the annex to the Commission Implementing Regulation (EU) No. 540/2011
  10. General Directorate Health and Food Safety of the European Commission: Entry on Fluroxypyr in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; Retrieved February 20, 2016.