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Description
Methyl 2,5-Dibromobenzoate (TCI D2673) is a non-heterocyclic aromatic building block that combines three useful functional handles within a single small molecule: a methyl ester group and two bromine atoms positioned at the 2- and 5-positions of the benzene ring. In organic synthesis laboratories, this compound serves as a starting scaffold for constructing more elaborate aromatic molecules, because each functional group can be addressed in sequence. The ester can be hydrolysed, reduced, or converted to an amide, while the two bromine atoms provide entry points for transition-metal-catalysed cross-coupling reactions.
The property that makes this compound a frequent choice is its 2,5-dibromo substitution pattern, which creates a difference in steric and electronic environment between the two bromine atoms. This distinction opens the possibility of stepwise functionalisation with a certain degree of selectivity, allowing chemists to differentiate one coupling site from the other. The ester group also acts as a temporary protecting group for the corresponding carboxylic acid, maintaining solubility of the compound in organic solvents and preventing interference with basic or metal catalysts. Its form as a solid that remains stable under normal storage conditions makes accurate weighing straightforward, and its non-hygroscopic character keeps routine benchtop handling relatively simple.
In Indonesian laboratories, this building block is typically used in university and institutional research groups working on organic synthesis, medicinal chemistry, and materials chemistry, where multi-step routes toward substituted aromatic targets are built up from commercially available cores. Because it is a stable solid, it suits laboratories that need reliable weighing on an analytical balance and predictable behaviour across the humid conditions common in the region, without the special handling that moisture-sensitive reagents demand.
Laboratory Applications
- Transition-metal-catalysed cross-coupling reactions — the two bromine atoms serve as reactive entry points for metal-catalysed carbon–carbon and carbon–heteroatom bond formation on the aromatic ring.
- Stepwise (sequential) aromatic functionalisation — the differing steric and electronic environments of the 2- and 5-bromine atoms allow one position to be addressed before the other with a degree of selectivity.
- Multi-step synthesis of complex aromatic molecules — the compound acts as a starting scaffold whose three functional handles can each be elaborated in turn during a synthetic route.
- Ester transformation chemistry — the methyl ester can be hydrolysed to the carboxylic acid, reduced, or converted to an amide, giving access to several downstream functional group classes.
- Carboxylic acid protection strategy — the methyl ester keeps the acid function masked, preserves solubility in organic solvents, and prevents interference with basic or metal catalyst systems.
Specifications
- Brand: TCI (Tokyo Chemical Industry)
- CAS Number: 57381-43-8
- Catalogue Number: D2673
- Category: Chemistry > Building Blocks > Non-Heterocyclic Building Blocks
- Physical form: solid, non-hygroscopic
- Pack sizes: available in standard TCI catalogue pack sizes; please confirm the required size when ordering
- Storage: stable under normal storage conditions
Handling and Storage
Store the container tightly closed in a cool, dry, well-ventilated chemical storage cabinet, away from direct sunlight, heat sources, and incompatible reagents. The original supplier bottle is the most suitable container; if transfer is necessary, use a clean, dry, chemically compatible glass container with a secure closure and a clear label. Handle the solid in a fume hood using a clean spatula, and wear safety glasses, gloves, and a laboratory coat. Avoid generating dust, avoid contact with skin and eyes, and close the bottle promptly after weighing to keep the material clean and dry. Consult the manufacturer's safety data sheet before first use and dispose of residues through the laboratory's chemical waste procedure.
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