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• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Carbonyl compounds Aldehydes

Comprehensive Overview of 2-Bromo-3-hydroxy-benzaldehyde (CAS No. 196081-71-7): Properties, Applications, and Industry Insights

2-Bromo-3-hydroxy-benzaldehyde (CAS No. 196081-71-7) is a halogenated aromatic aldehyde with significant relevance in organic synthesis and pharmaceutical research. This compound, characterized by its bromo and hydroxy functional groups, serves as a versatile intermediate in the production of fine chemicals, agrochemicals, and bioactive molecules. Its molecular formula, C₇H₅BrO₂, and unique structural features make it a subject of interest for researchers exploring cross-coupling reactions, Schiff base formation, and antimicrobial agents.

In recent years, the demand for 2-Bromo-3-hydroxy-benzaldehyde has surged due to its role in developing heterocyclic compounds, a hot topic in drug discovery and material science. Searches for "halogenated benzaldehyde derivatives" and "synthetic routes for bromo-hydroxy aldehydes" have spiked on academic platforms, reflecting its growing importance. The compound’s ability to act as a precursor for fluorescence probes and ligand design further aligns with trends in bioimaging and catalysis.

From a synthetic perspective, 2-Bromo-3-hydroxy-benzaldehyde is often synthesized via electrophilic bromination of 3-hydroxy-benzaldehyde, a process optimized for high regioselectivity. Its melting point (typically 120–125°C) and solubility in polar solvents like ethanol and DMSO are critical for laboratory applications. Researchers frequently inquire about "purification methods for brominated aldehydes" and "stability under acidic conditions," underscoring the need for precise handling protocols.

The compound’s applications extend to coordination chemistry, where it forms stable complexes with transition metals, a feature leveraged in catalysis and sensor development. Recent studies highlight its utility in constructing MOFs (Metal-Organic Frameworks), a trending area in nanotechnology and gas storage. Industry forums often discuss "scalable synthesis of 2-Bromo-3-hydroxy-benzaldehyde" and "green chemistry alternatives," reflecting a shift toward sustainable production methods.

Quality control of CAS No. 196081-71-7 involves rigorous HPLC and NMR analysis to ensure purity, a key concern for buyers. The compound’s spectral data (IR, UV-Vis) is widely documented, aiding in its identification. Notably, its electrophilic reactivity makes it a candidate for C-C bond formation reactions, such as Suzuki-Miyaura coupling, a frequent search term among organic chemists.

In conclusion, 2-Bromo-3-hydroxy-benzaldehyde exemplifies the intersection of traditional organic chemistry and cutting-edge research. Its adaptability to high-throughput screening and molecular design ensures its continued relevance. As industries prioritize efficient synthetic pathways and multifunctional intermediates, this compound remains a cornerstone in both academic and industrial settings.

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