4-Bromo-3-fluoroiodobenzene (CAS 136434-77-0), also named 1-bromo-2-fluoro-4-iodobenzene, is a benzene ring carrying three different halogens: iodine at position 1, fluorine at position 3 and bromine at position 4. Supplied by Ossila as white crystals with >98% purity, it is used as an intermediate in making drug candidates, carbazole derivatives and liquid crystal materials.
Because each halogen reacts differently, the molecule works as a scaffold for stepwise, selective functionalization. The fluorine site suits nucleophilic aromatic substitution, where an amine derivative displaces the fluorine to form a substituted aryl amine. The iodine and bromine sites are suited to metal-catalyzed cross-coupling, with the iodide reacting faster than the bromide, allowing the two positions to be addressed in sequence.
In medicinal chemistry, this compound has been used to prepare 7-fluoroindazole derivatives that act as selective factor Xa inhibitors, with a reported potency of 5.2 nM.
- Building block for active pharmaceutical ingredients and drug discovery programmes.
- Synthesis of 7-fluoroindazole-based selective factor Xa inhibitors.
- Preparation of carbazole derivatives, for example via N-arylation of carbazoles.
- Intermediate for liquid crystal materials such as tolane liquid crystals.
- Substrate for sequential metal-catalyzed cross-coupling and nucleophilic aromatic substitution.
| Brand | Ossila |
|---|---|
| CAS number | 136434-77-0 |
| Molecular formula | C6H3BrFI |
| Purity | >98% |
| Category | — |
| Pack sizes | 5 g, 10 g, 25 g, 50 g |
| Physical form | White crystals |
| Storage | — |
- Product code: B3221
- Full Name: 1-Bromo-2-fluoro-4-iodobenzene
- Synonyms: 2-Bromo-4-fluoroiodobenzene
- Molecular Weight: 300.90 g/mol
- Melting Point: 34 °C – 38 °C
- Classification / Family: Fluorinated building blocks, Aromatic building blocks, APIs, Liquid crystals, Carbazole derivatives
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