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diflufenican

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diflufenican

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Also known as 2',4'-Difluoro-2-(alpha,alpha,alpha-trifluoro-m-tolyloxy)nicotinanilide

Diflufenican (sometimes called DFF) is a herbicide used to control weeds including wild radish and wild turnip weeds or suppress capeweed, crassula, marshmallow or shepherd's purse, in clover pasture, lupins, lentils or field peas.

Chemical data

Formula
C19H11F5N2O2
Molecular weight
394.3 g/mol
IUPAC name
N-(2,4-difluorophenyl)-2-[3-(trifluoromethyl)phenoxy]pyridine-3-carboxamide
SMILES
C1=CC(=CC(=C1)OC2=C(C=CC=N2)C(=O)NC3=C(C=C(C=C3)F)F)C(F)(F)F
InChIKey
WYEHFWKAOXOVJD-UHFFFAOYSA-N
XLogP
4.6
Polar surface area
51.2 Ų
H-bond donors
1
H-bond acceptors
8
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
394.074069
Has use
herbicide
Show 3 more facts
Commons category
Diflufenican
chemical formula
C₁₉H₁₁F₅N₂O₂
canonical SMILES
C1=CC(=CC(=C1)OC2=C(C=CC=N2)C(=O)NC3=C(C=C(C=C3)F)F)C(F)(F)F
Sources (2)

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~5 min read

Encyclopedic overview

12 sections
Contents
  • Discovery
  • Toxicology
  • Environmental fate
  • Effect and mechanism
  • Regulations
  • Applications
  • List of targeted weeds
  • List of co-used pesticides
  • List of crops applied to
  • Tradenames
  • References
  • External links

Diflufenican (sometimes called DFF) is a herbicide used to control weeds including wild radish and wild turnip weeds or suppress capeweed, crassula, marshmallow or shepherd's purse, in clover pasture, lupins, lentils or field peas.

== Discovery == Diflufenican was discovered with a common intermediate method (CIM), and trialled in England and France between 1981 and 1983. A simple intermediate is reacted and recombined. Diflufenican derives from 2-chloronicotinic acid, one product replaced the chlorine with a phenoxy group, one receives an aniline group, and then both are recombined into DFF.

Excerpted from Wikipedia’s “diflufenican” article, available under the CC BY-SA 4.0 licence.

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