Fenfuram

from Wikipedia, the free encyclopedia
Structural formula
Structural formula of Fenfuram
General
Surname Fenfuram
other names
  • 2-methyl- N- phenyl-3-furamide
  • Panorama
Molecular formula C 12 H 11 NO 2
Brief description
  • colorless crystals
  • creamy consistency in technical quality
External identifiers / databases
CAS number 24691-80-3
EC number 246-421-5
ECHA InfoCard 100.042.186
PubChem 90590
Wikidata Q3068357
properties
Molar mass 201.22 g mol −1
Physical state

firmly

Melting point

109-110 ° C

solubility

very sparingly soluble in water (0.1 g l −1 at 20 ° C)

safety instructions
GHS labeling of hazardous substances
no GHS pictograms
H and P phrases H: no H-phrases
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 .

Fenfuram is a chemical compound from the group of amides and furans (furancarboxamides). Fenfuram was discovered as a fungicide by Shell and launched in 1974 by Keno Gard (later Aventis ). It belongs to the succinate dehydrogenase inhibitors.

Extraction and presentation

Fenfuram can be obtained from glycolaldehyde and acetoacetic acid. These react to form 2-methylfurancarboxylic acid, which reacts with thionyl chloride and aniline to form fenfuram.

use

Fenfuram is used as a systemic seed treatment in grain cultivation.

Admission

Fenfuram was approved in Germany from 1978 to 2002.

No plant protection products containing this active ingredient are permitted in the EU or Switzerland .

Individual evidence

  1. a b c d Entry on Fenfuram. In: Römpp Online . Georg Thieme Verlag, accessed on November 10, 2014.
  2. a b c d Entry for CAS no. 24691-80-3 in the GESTIS substance database of the IFA , accessed on November 10, 2014(JavaScript required) .
  3. Fenfuram data sheet , PESTANAL at Sigma-Aldrich , accessed on November 10, 2014 ( PDF ).
  4. Richard P. Oliver: Fungicides in Crop Protection, 2nd Edition. CABI, 2014, ISBN 978-1-78064-166-9 , p. 88 ( limited preview in Google book search).
  5. Thomas A. Unger: Pesticide Synthesis Handbook . William Andrew, 1996, ISBN 0-8155-1853-6 , pp. 24 ( limited preview in Google Book search).
  6. approval history of the BVL .
  7. General Directorate Health and Food Safety of the European Commission: Entry on Fenfuram in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on March 26, 2016.