TCI D2570, 2,6-Dibromo-4-fluoroaniline, is an aromatic building block that combines three different types of substituents on a single benzene ring: an amino group, two bromine atoms at the ortho positions, and one fluorine atom at the para position. This dense and well-ordered substitution pattern makes it a valuable starting material for organic synthesis researchers, because each group can be addressed at a different stage of a synthetic sequence to construct target molecules whose substituent arrangement would be difficult to obtain through a direct route from simple aniline.
The characteristic that leads chemists to select this compound lies in the differing reactivity between its functional groups. The two bromine atoms are excellent entry points for palladium-catalysed cross-coupling reactions such as Suzuki, Sonogashira, or Buchwald–Hartwig, allowing the ring to be extended into biaryl or heterocyclic systems. The fluorine atom at the para position is comparatively inert under those coupling conditions, so it survives intact and continues to act as a tuner of electronic and metabolic properties in the final product. Meanwhile, the amino group provides pathways to amides, sulfonamides, diazonium salts, or ring closure into nitrogen heterocycles, while the steric environment created by the two flanking bromine atoms influences how readily that amino group reacts.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis, medicinal chemistry, and materials chemistry, as well as in industrial R&D units developing candidate molecules. It is generally ordered in small research quantities for method development, route scouting, and the preparation of intermediates on a laboratory scale, then stored in a chemical store or reagent cabinet alongside other halogenated aromatic starting materials.
- Palladium-catalysed cross-coupling research: the two ortho bromine atoms serve as reliable, selectively addressable handles for Suzuki, Sonogashira, and Buchwald–Hartwig reactions that extend the aromatic core.
- Medicinal chemistry intermediate synthesis: the retained para fluorine allows researchers to tune the electronic and metabolic behaviour of candidate molecules without adding a separate fluorination step later.
- Nitrogen heterocycle construction: the aniline nitrogen can be closed onto adjacent positions or coupling partners, giving access to fused heterocyclic scaffolds built directly from this single starting material.
- Amide and sulfonamide library preparation: the free amino group reacts with acyl chlorides, anhydrides, and sulfonyl chlorides, enabling small analogue sets to be assembled around one common halogenated core.
- Diazonium chemistry and functional group interconversion: the amino group can be diazotised for substitution or coupling routes that install groups not accessible by direct aromatic substitution on the ring.
| Brand | TCI (Tokyo Chemical Industry) |
|---|---|
| CAS number | 344-18-3 |
| Molecular formula | — |
| Purity | — |
| Category | Chemistry > Building Blocks > Fluorinated Building Blocks |
| Pack sizes | available in standard TCI research pack sizes; please confirm the currently offered size when ordering |
| Physical form | — |
| Storage | keep in the tightly closed original container, in a cool, dry, well-ventilated place away from light |
- Chemical name: 2,6-Dibromo-4-fluoroaniline
Store the material in its tightly closed original container, in a cool, dry, and well-ventilated area, protected from direct sunlight and away from heat sources, strong oxidising agents, and strong acids or bases. Amber glass or the supplier's original packaging is suitable, and the container should be reclosed promptly after each use to limit exposure to air and moisture. Weigh and transfer the solid inside a fume hood, using nitrile gloves, safety goggles, and a laboratory coat, since halogenated anilines can irritate skin, eyes, and the respiratory tract. Avoid raising dust, keep the working area clean, and wash hands thoroughly after handling. Segregate incompatible chemicals in the storage cabinet, label all secondary containers clearly, and collect residues and contaminated consumables as halogenated chemical waste in line with your institution's disposal procedures. Always consult the manufacturer's Safety Data Sheet before first use.
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