2-Bromo-4-fluoropyridine (CAS 357927-50-5) is a pyridine ring carrying a bromine atom at the 2-position and a fluorine atom at the 4-position. Supplied as a colorless liquid with a purity of >98%, it serves as a heterocyclic and fluorinated building block for preparing ligands, catalysts and dyes.
Through Stille coupling with bis(tributyltin), it gives 2,2'-bipyridine ligands whose retained fluoro groups remain available for further functionalization. This route has been used to prepare a Janus-type organoiridium complex that combines hole- and electron-transporting units.
Sonogashira coupling with 1,2-ethynylbenzene yields bis(pyridine) ligands that stabilize an iodine cation via [N−I−N]+ halogen bonding, a basis for new halogenating reagents. The compound has also been the starting point for a chemical catalyst enabling site-selective lysine acylation of histones.
- Synthesis of fluorinated 2,2'-bipyridine ligands via Stille coupling.
- Preparation of organoiridium complexes with hole- and electron-transporting moieties.
- Construction of bis(pyridine) ligands for [N−I−N]+ halogen-bonded halogenating reagents.
- Design of catalysts for site-selective lysine acylation of histones.
- General organic synthesis, medicinal chemistry and drug discovery.
| Brand | Ossila |
|---|---|
| CAS number | 357927-50-5 |
| Molecular formula | C5H3BrFN |
| Purity | 98% |
| Category | — |
| Pack sizes | 5 g, 10 g |
| Physical form | Colorless liquid |
| Storage | — |
- Product code: B2411
- Molecular Weight: 175.99 g/mol
- Synonyms: 4-Fluoro-2-bromopyridine
- Classification / Family: Fluorinated building block, Heterocyclic building block, Ligands, Dyes, Catalysts
- Boiling Point: 188 ± 20 °C (predicted)
- Relative Density: 1.69 g/mL at 25 °C
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