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Description
TCI D4802 3,5-Dibromoaniline is an aniline derivative carrying two bromine atoms at the meta positions relative to the amino group. It is a high-value non-heterocyclic building block because it presents three distinct reaction sites within a single molecule: a nucleophilic amino group and two carbon–bromine bonds that are ready to undergo transition-metal-catalysed cross-coupling reactions. In organic synthesis laboratories, this compound is used to construct branched aromatic frameworks, ligands, monomers, and pharmaceutical intermediates that require controlled substitution at both meta positions.
The main characteristic that makes this compound a preferred choice is its symmetrical substitution pattern at positions 3 and 5, which renders the two bromine atoms chemically equivalent so that double coupling proceeds without regioselectivity problems. The C–Br bonds are reactive enough for Suzuki–Miyaura, Buchwald–Hartwig, Sonogashira, and Heck couplings, yet remain stable under ordinary storage conditions. The amino group can be acylated, diazotised, sulfonylated, or converted into other functional groups, and it can equally well be protected first when the researcher wishes to direct the reaction to the bromine atoms in the earlier steps.
As a solid material, this compound is straightforward to weigh, transfer, and dose in routine laboratory practice. In Indonesian laboratories, it is typically found in university organic synthesis groups, research institute chemistry units, and industrial R&D laboratories that develop aromatic intermediates. It suits methodology development work, ligand and monomer preparation, and small-scale synthetic route exploration where a symmetrical dihalogenated aromatic scaffold is required as the starting point.
Laboratory Applications
- Suzuki–Miyaura cross-coupling: both equivalent C–Br bonds allow mono- or double arylation with boronic acids, giving branched biaryl frameworks without regioselectivity complications during optimisation.
- Buchwald–Hartwig amination: the reactive carbon–bromine bonds accept palladium-catalysed C–N bond formation, letting chemists install amine substituents at both meta positions of the aromatic ring.
- Sonogashira and Heck coupling: the bromine atoms serve as handles for introducing alkyne or alkene units, building extended conjugated aromatic systems for materials-oriented synthetic projects.
- Ligand and monomer preparation: the symmetrical 3,5-disubstitution pattern provides a predictable branching point for assembling multidentate ligands and polymer monomers with controlled aromatic geometry.
- Pharmaceutical intermediate synthesis: the amino group can be acylated, diazotised, sulfonylated, or protected first, giving flexible sequencing when preparing substituted aniline intermediates for medicinal chemistry.
Specifications
- Brand: TCI
- CAS number: 626-40-4
- Product code: D4802
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Physical form: solid, easily weighed and transferred
- Pack sizes: available in standard TCI research-scale packaging; please confirm the required size when ordering
- Storage: keep in the tightly closed original container under ordinary laboratory storage conditions
Handling and Storage
Store the material in its tightly closed original container, kept in a cool, dry, and well-ventilated chemical storage area away from direct sunlight, moisture, and incompatible reagents such as strong oxidising agents. Amber glass or the supplier's original packaging is suitable for keeping the solid protected from light and humidity. Handle inside a fume hood while wearing nitrile gloves, safety goggles, and a laboratory coat, and avoid inhalation of dust or direct skin contact when weighing. Use clean, dry spatulas to prevent contamination, close the container immediately after dispensing, and dispose of residues and contaminated consumables as halogenated organic chemical waste in accordance with institutional laboratory safety procedures. Always consult the manufacturer's Safety Data Sheet before first use.
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