Structure via PubChem · Public domain (PubChem)
trifluralin
Sign in to saveAlso known as 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)benzenamine, alpha,alpha,alpha-trifluoro-2,6-dinitro-N,N-dipropyl-p-toluidine
Trifluralin is a common preëmergent selective herbicide, a dinitroaniline. With about used in the United States in 2001, and in 2012, it is one of the most widely used herbicides. Trifluralin is also used in Australia, New Zealand, Iran, India, Brazil and previously in the EU. Introduced in 1964, Trifluralin was the first organofluorine compound used as an agrochemical.
Chemical data
- Formula
- C13H16F3N3O4
- Molecular weight
- 335.28 g/mol
- IUPAC name
- 2,6-dinitro-N,N-dipropyl-4-(trifluoromethyl)aniline
- SMILES
- CCCN(CCC)C1=C(C=C(C=C1[N+](=O)[O-])C(F)(F)F)[N+](=O)[O-]
- InChIKey
- ZSDSQXJSNMTJDA-UHFFFAOYSA-N
- XLogP
- 5.3
- Polar surface area
- 94.9 Ų
- H-bond donors
- 0
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
684 papers- Trifluralin.IARC monographs on the evaluation of carcinogenic risks to humans · 1991
- Environmental fate of trifluralin.Reviews of environmental contamination and toxicology · 1997
- Do trifluralin and tebuthiuron impair isolated rat liver mitochondria?Pesticide biochemistry and physiology · 2020
- Understanding Resistance Mechanisms to Trifluralin in an Arkansas Palmer Amaranth Population.Genes · 2021
- Toxicology and hazard potential of trifluralin.Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association · 1992
via PubMed
Wikidata facts
- Subclass of
- per- and polyfluoroalkyl substances
- Mass
- 335.109
- Has use
- herbicide
Show 3 more facts
- chemical formula
- C₁₃H₁₆F₃N₃O₄
- canonical SMILES
- CCCN(CCC)C1=C(C=C(C=C1[N+](=O)[O-])C(F)(F)F)[N+](=O)[O-]
- Commons category
- Trifluralin
via Wikidata · CC0
~12 min read
Encyclopedic overview
17 sectionsContents
- Discovery
- History
- Analogs
- Mechanism and effects
- Microtubule inhibition
- Resistance
- Symptoms
- Environmental regulation
- Application
- Environmental behavior
- Health effects
- Cancer
- Food
- Medical use
- Tradenames and lists
- References
- External links
Trifluralin is a common preëmergent selective herbicide, a dinitroaniline. With about used in the United States in 2001, and in 2012, it is one of the most widely used herbicides. Trifluralin is also used in Australia, New Zealand, Iran, India, Brazil and previously in the EU. Introduced in 1964, Trifluralin was the first organofluorine compound used as an agrochemical.
Trifluralin is applied to the soil to control annual grass and broadleaf weed species. It inhibits root development by interrupting mitosis and controls weeds as they germinate. Trifluralin moves very little inside the plant, remaining in the roots.
Excerpted from Wikipedia’s “trifluralin” article, available under the CC BY-SA 4.0 licence.