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• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Phenol ethers
• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers

In-Depth Analysis of 2-(Benzyloxy)-3,5-Dibromobenzaldehyde (CAS No. 61657-63-4): Properties, Applications, and Market Insights

2-(Benzyloxy)-3,5-dibromobenzaldehyde (CAS 61657-63-4) is a specialized aromatic aldehyde derivative that has garnered significant attention in pharmaceutical and organic synthesis research. This compound, characterized by its dibromo-substituted benzaldehyde core and benzyloxy functional group, serves as a versatile building block in modern chemical synthesis. Its unique structural features make it particularly valuable for constructing complex molecular architectures, especially in the development of bioactive compounds and advanced materials.

The molecular structure of 2-(benzyloxy)-3,5-dibromobenzaldehyde combines the reactivity of an aldehyde group with the electronic effects of bromine substituents and the protective nature of the benzyl ether moiety. This combination creates a compound with distinctive electrophilic properties that are highly sought after in cross-coupling reactions and nucleophilic aromatic substitutions. Recent studies highlight its growing importance in the synthesis of pharmaceutical intermediates, particularly for compounds targeting neurological disorders and anti-inflammatory applications.

From a synthetic chemistry perspective, the 3,5-dibromo substitution pattern on the benzaldehyde ring offers multiple advantages. The bromine atoms serve as excellent leaving groups in palladium-catalyzed coupling reactions, while their electron-withdrawing nature activates the aldehyde group toward various nucleophilic additions. The benzyloxy group at the 2-position provides both steric protection and the potential for subsequent deprotection, making this compound a flexible intermediate in multi-step syntheses.

In pharmaceutical research, 2-(benzyloxy)-3,5-dibromobenzaldehyde has emerged as a key precursor for developing small molecule therapeutics. Its structural motifs are frequently incorporated into molecules designed to interact with biological targets, particularly in the development of kinase inhibitors and GPCR modulators. The compound's ability to participate in diverse chemical transformations while maintaining structural integrity makes it invaluable for medicinal chemistry programs exploring structure-activity relationships.

The material science applications of CAS 61657-63-4 are equally noteworthy. Researchers have utilized this compound as a starting material for synthesizing organic electronic materials and liquid crystal compounds. The bromine atoms facilitate the construction of extended π-conjugated systems through coupling reactions, while the aldehyde group allows for further functionalization to tune electronic properties. These characteristics make it particularly relevant for developing OLED materials and organic semiconductors.

From a market perspective, the demand for 2-(benzyloxy)-3,5-dibromobenzaldehyde has shown steady growth, particularly in regions with strong pharmaceutical and advanced materials industries. The compound's high purity grade is especially sought after by research institutions and specialty chemical manufacturers. Recent trends indicate increasing interest from companies focusing on green chemistry approaches, as researchers explore more sustainable methods for its synthesis and application.

Quality control aspects of 61657-63-4 are crucial for its research and industrial applications. Advanced analytical techniques including HPLC, GC-MS, and NMR spectroscopy are typically employed to verify the compound's purity and structural integrity. The presence of bromine atoms in its structure makes it particularly suitable for characterization by mass spectrometry, providing clear isotopic patterns that aid in identification.

Storage and handling recommendations for 2-(benzyloxy)-3,5-dibromobenzaldehyde emphasize protection from light and moisture to maintain stability. While not classified as highly hazardous, standard laboratory precautions should be observed when working with this compound, including the use of appropriate personal protective equipment. Its crystalline form typically offers better stability compared to solutions, which may require stabilization under certain conditions.

The future outlook for CAS 61657-63-4 appears promising, with ongoing research exploring novel applications in bioconjugation chemistry and catalysis. Its structural features continue to inspire innovative synthetic methodologies, particularly in the context of C-H activation strategies and click chemistry applications. As the chemical industry places greater emphasis on atom economy and sustainable synthesis, this compound's role in efficient molecular construction is likely to expand further.

For researchers considering 2-(benzyloxy)-3,5-dibromobenzaldehyde for their projects, several synthetic protocols have been optimized in recent literature. These include improved methods for its preparation from commercially available starting materials, as well as innovative applications in multi-component reactions. The compound's versatility ensures its continued relevance across multiple disciplines of chemical research and development.

• 647858-60-4(Benzaldehyde, 3-bromo-2,5-bis(phenylmethoxy)-)
• 35031-47-1(Benzaldehyde, 3,5-dibromo-4-methoxy-2-(phenylmethoxy)-)
• 120980-85-0(2-(Benzyloxy)-3-bromobenzaldehyde)
• 647858-63-7(Benzaldehyde,5-[[3,5-bis[[3,5-bis[[3,5-bis(phenylmethoxy)phenyl]methoxy]phenyl]methoxy]phenyl]methoxy]-3-bromo-2-(phenylmethoxy)-)
• 647858-59-1(Benzaldehyde, 3-bromo-5-hydroxy-2-(phenylmethoxy)-)
• 5844-77-9(2-Butanaminium,3-hydroxy-N,N,N-trimethyl-1-oxo-, iodide (1:1))
• 121124-94-5(2-(Benzyloxy)-5-bromobenzaldehyde)
• 647858-61-5(Benzaldehyde,5-[[3,5-bis(phenylmethoxy)phenyl]methoxy]-3-bromo-2-(phenylmethoxy)-)
• 647858-58-0(Benzaldehyde, 3-bromo-2-hydroxy-5-(phenylmethoxy)-)
• 61657-67-8(3,5-Dibromo-2-ethoxybenzaldehyde)