2,4,6-Trifluoronitrobenzene (CAS 315-14-0), also named 1,3,5-trifluoro-2-nitrobenzene, is a polyfluorinated nitrobenzene building block supplied at >98% purity as a colorless to slightly yellow liquid. Its benzene ring carries a nitro group with fluorine atoms at both ortho positions and the para position.
Reduction of the nitro group gives the corresponding aniline, a route to azo and azide derivatives. Azo compounds can be made through a diazonium salt followed by azo C-N coupling, or by direct oxidation of the aniline using potassium permanganate and iron (II) sulfate. Azides are accessible by diazo transfer with triflyl azide and base, and can then be joined into large chromophores through 1,3-dipolar cycloaddition (click chemistry).
The fluorine substituents also allow late-stage modification via nucleophilic aromatic substitution. The compound serves as a precursor to fluorinated polytriarylamines (F-PTAAs), which act as hole transporting materials in organic electronics, and is relevant to work on dyes, semiconductors and drug discovery.
- Synthesis of azo compounds for ferroelectric devices, azo-dye liquid crystals and photoswitches.
- Preparation of azide intermediates for click-chemistry assembly of chromophores used in OLEDs and dye-sensitized solar cells.
- Production of fluorinated polytriarylamines (F-PTAAs) as hole transporting materials in organic electronics.
- Late-stage functionalization of molecules through nucleophilic aromatic substitution.
- Building block for research in drug discovery and dye chemistry.
| Brand | Ossila |
|---|---|
| CAS number | 315-14-0 |
| Molecular formula | C6H2F3NO2 |
| Purity | >98% |
| Category | — |
| Pack sizes | 5 g, 10 g, 25 g |
| Physical form | Colorless to slightly yellow liquid |
| Storage | — |
- Product code: B1851
- Full Name: 1,3,5-Trifluoro-2-nitrobenzene
- Molecular Weight: 177.08 g/mol
- Boiling Point: 183.5 °C at 760 mmHg
- Relative Density: 1.514 g/mL at 25 °C
- Classification / Family: Fluorinated building blocks, Dyes, Nitrobenzene derivatives, Semiconductors synthesis intermediates
—
—
