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5-Bromo-2-Chlorobenzaldehyde (CAS: 54197-31-9) serves as an indispensable aromatic halogenated building block within modern synthetic chemistry, biopharmaceutical manufacturing, and advanced organic material science. Featuring both a reactive electrophilic aldehyde carbon alongside orthogonal bromine and chlorine substituents, this molecular scaffold is widely deployed in cross-coupling reactions—most notably Suzuki-Miyaura, Heck, and Sonogashira transformations—to construct highly complex heterocyclic architectures.
As international regulatory frameworks like ECHA REACH and FDA cGMP demand tighter purity profiles and supply chain transparency, global chemical buyers require audited wholesale partners capable of multi-ton batch scalability, precise isomer separation, and verified impurity profiling. This document comprehensively analyzes the industrial synthesis routes, procurement considerations, quality specifications, and global logistics frameworks surrounding 5-Bromo-2-Chlorobenzaldehyde.
| Chemical Name: | 5-Bromo-2-chlorobenzaldehyde |
| CAS Registry No: | 54197-31-9 |
| Molecular Formula: | C7H4BrClO |
| Molecular Weight: | 219.46 g/mol |
| Assay (GC/HPLC): | ≥ 98.5% (Commercial) / ≥ 99.5% (Pharma Grade) |
| Melting Point: | 52.0 °C to 57.0 °C |
| Appearance: | White to off-white or pale yellow crystalline powder |
| Single Impurity: | ≤ 0.3% |
| Moisture (KF): | ≤ 0.5% |
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Direct bromination of 2-chlorobenzaldehyde utilizing elemental bromine ($\text{Br}_2$) in the presence of strong Lewis acid catalysts such as anhydrous aluminum chloride ($\text{AlCl}_3$) or iron(III) bromide ($\text{FeBr}_3$).
Lithium-halogen exchange or organomagnesium (Grignard reagent) formation starting from 4-bromo-1-chloro-2-iodobenzene or direct lithiation followed by quenching with DMF (N,N-Dimethylformamide).
Controlled side-chain bromination of 2-chlorotoluene followed by liquid-phase catalytic oxidation using cobalt-manganese-bromide catalysts under pressure to yield the target benzaldehyde derivative.
How 5-Bromo-2-Chlorobenzaldehyde powers breakthrough discoveries across global sectors.
In pharmaceutical research and industrial scale-up, 5-Bromo-2-Chlorobenzaldehyde serves as a essential precursor for building bi-aryl heterocyclic backbones. The orthogonal differential reactivity between the bromine and chlorine sites allows sequential cross-coupling reactions:
Beyond human healthcare, halogenated benzaldehydes are vital in crafting advanced active crop-protection chemicals and functional materials:
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