Fluazifop-P-butyl

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Structural formula
Structural formula of fluazifop-P-butyl
General
Surname Fluazifop-P-butyl
other names

Butyl ( R ) -2- (4 - {[5- (trifluoromethyl) -2-pyridyl] oxy} phenoxy) propionate

Molecular formula C 19 H 20 F 3 NO 4
Brief description

colorless odorless liquid

External identifiers / databases
CAS number
  • 79241-46-6 (fluazifop-P-butyl)
  • 69335-91-7 (fluazifop)
  • 83066-88-0 (Fluazifop-P)
  • 69806-50-4 (fluazifop-butyl)
EC number 616-669-2
ECHA InfoCard 100.123.086
PubChem 3033674
ChemSpider 2298297
Wikidata Q1430447
properties
Molar mass 383.36 g mol −1
Physical state

liquid

density

1.22 g cm −3 (fluazifop-P-butyl)

Melting point

5 ° C

Vapor pressure

0.054 mPa (20 ° C)

solubility

soluble in organic solvents

safety instructions
GHS hazard labeling from  Regulation (EC) No. 1272/2008 (CLP) , expanded if necessary
08 - Dangerous to health 09 - Dangerous for the environment

Caution

H and P phrases H: 361d-410
P: 273-281-501
Toxicological data

2710 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 .

Fluazifop-P-butyl is a chemical compound from the aryloxyphenoxypropionate group .

Extraction and presentation

Fluazifop-P-butyl can be obtained by a multi-stage reaction starting from 3-picoline by chlorination and fluorination .

use

Fluazifop-P-butyl is a selective post-emergence herbicide developed in the 1980s by the Japanese company Ishihara Sangyo Kaisha to contain annual and perennial weeds in cotton, soy, stone fruit, asparagus, coffee and other crops. It is often used with an oil adjuvant or nonionic surfactant to increase efficiency. It is compatible with a wide variety of other herbicides and can also be used in formulations with other products such as fenoxapropethyl ester and fomesafen . It is available as an emulsifiable concentrate, the technical product of which also partly contains the S isomer. Fluazifop-P-butyl is stable under neutral and acidic conditions, but hydrolyzes rapidly under alkaline conditions. The effect is based on the inhibition of acetyl-CoA carboxylase . The compound is absorbed through the leaves and quickly hydrolyzed to fluazifop-P in the plant. The derived compounds fluazifop-P-ethyl and fluazifop-methyl have a similar effect .

In Germany and Austria (each as Fluazifop-P) and Switzerland (as Fluazifop-P-butyl), plant protection products that contain this active ingredient are approved.

  • Fluazifop-P-butyl and hydrolysis products

  • Fluazifop-P-butyl

  • Fluazifop-butyl

  • Fluazifop-P

  • Fluazifop

Individual evidence

  1. ↑ a b c USDA Forest Service: Risk Assessment of Fluazifop-P-butyl , accessed September 5, 2015
  2. ↑ a b c d Entry on fluazifop-p-butyl at Extoxnet.
  3. ↑ a b Entry for CAS no. 79241-46-6 in the GESTIS substance database of the IFA , accessed on November 23, 2011(JavaScript required) .
  4. ↑ Entry on butyl (R) -2- [4- (5-trifluoromethyl-2-pyridyloxy) phenoxy] propionate Template: Linktext-Check / Escaped in the Classification and Labeling Inventory of the European Chemicals Agency (ECHA), accessed on February 1, 2016. Manufacturers or distributors can use the expand harmonized classification and labeling .
  5. ↑ Fluazifop-P-butyl data sheet from Sigma-Aldrich , accessed on May 20, 2017 ( PDF ).
  6. ↑ Viacheslav A. Petrov: Fluorinated heterocyclic compounds . John Wiley & Sons, 2009, ISBN 978-0-470-45211-0 ( page 402 in Google Book Search).
  7. ^ Terence Robert Roberts, DH (David Herd) Hutson, Royal Society of Chemistry: Metabolic pathways of agrochemicals, Part 2 . 1998, ISBN 0-85404-494-9 , pp. 120 ( limited preview in Google Book search).
  8. ↑ External identifiers of or database links for Fluazifop-P-ethyl : CAS number: 83066-88-0, EC number: 617-435-2, ECHA InfoCard: 100.126.119 , PubChem : 91733 , ChemSpider : 82832 , Wikidata : Q27156996 .
  9. ↑ External identifiers or database links for fluazifop-methyl : CAS number: 69335-90-6, PubChem : 155294 , ChemSpider : 136803 , Wikidata : Q27263787 .
  10. ↑ General Directorate Health and Food Safety of the European Commission: Entry on Fluazifop-P in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 12, 2016.