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Description
TCI D3487 is 2,6-dibromo-p-cresol, a substituted phenol carrying two bromine atoms at the positions ortho to the hydroxyl group and one methyl group at the para position. The compound belongs to the family of non-heterocyclic building blocks, meaning starting materials used to assemble larger and more elaborate molecules. In synthetic laboratories, materials of this type serve as the point of departure for preparing ligands, dyes, multisubstituted aromatic compounds, and compounds intended for biological activity testing. Having three different functional groups on a single ring opens up many possibilities for further modification.
The characteristic that makes this compound a preferred choice is its highly directed substitution pattern. The phenolic hydroxyl group is weakly acidic, so it is readily deprotonated, alkylated to form an ether, or acylated to form an ester, while the two bromine atoms provide reaction sites for transition-metal-catalysed cross-coupling and for halogen–metal exchange. The methyl group at the para position blocks one ring position, so the direction of subsequent reactions becomes more predictable and side products are reduced. This combination gives a clear advantage when designing stepwise syntheses that depend on positional selectivity.
In Indonesian laboratories, a building block of this kind is typically kept as part of the standing inventory of an organic synthesis or materials chemistry group, whether in a university research laboratory, an institutional research centre, or an industrial R&D unit. It is drawn upon when a route calls for a pre-halogenated phenol scaffold rather than one that has to be brominated in-house, which shortens preparation time and reduces the number of handling steps required before the key transformation.
Laboratory Applications
- Transition-metal-catalysed cross-coupling: the two bromine atoms act as reactive handles for forming new carbon–carbon or carbon–heteroatom bonds on the aromatic ring in a controlled sequence.
- Ligand synthesis: the phenolic hydroxyl group together with the flanking bromine positions allows construction of the substituted aromatic frameworks commonly used as ligand backbones.
- Dye and colourant preparation: the multisubstituted phenol ring serves as a chromophore precursor that can be extended by etherification, acylation, or coupling at the bromine sites.
- Multisubstituted aromatic compound synthesis: the para methyl group blocks one ring position, making the regiochemical outcome of subsequent substitution steps easier to predict and control.
- Preparation of compounds for biological activity testing: three distinct functional groups on one ring make it a practical scaffold for building small structural series of test compounds.
Specifications
- Brand: TCI
- CAS number: 2432-14-6
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Chemical name: 2,6-Dibromo-p-cresol
- Catalogue number: D3487
- Pack sizes: available in the standard TCI catalogue pack sizes; please confirm the size required when ordering
- Storage: keep in a closed original container, protected from light and moisture
Handling and Storage
Store the material in its original tightly closed container, in a cool, dry, well-ventilated area away from direct sunlight, heat, and sources of ignition, and separated from strong oxidising agents and strong bases. Amber glass or the supplier's original packaging is suitable, since brominated phenols are generally best protected from light and moisture. Handle in a fume hood using nitrile gloves, safety glasses, and a laboratory coat, and avoid raising dust or inhaling vapour. Weigh out only the quantity needed, reseal the container promptly, and wash hands after handling. Collect residues and contaminated consumables as halogenated organic waste according to institutional procedures, and always consult the manufacturer's safety data sheet before first use.
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