Benzaldehyde, 2-bromo-5-hydroxy-4-methoxy-
2-Bromo-5-hydroxy-4-methoxybenzaldehyde, identified by CAS number 2973-59-3, is a highly functionalized aromatic compound belonging to the benzaldehyde family. Often referred to as 6-bromoisovanillin, this crystalline solid serves as a versatile building block in organic chemistry. Its structure combines an aldehyde group with specific halogen and alkoxy substitutions, providing multiple reactive sites for further chemical transformation.
In a laboratory or industrial setting, this compound is valued for its stability and predictable reactivity. It is typically handled with standard precautions for organic intermediates, requiring storage in a cool, dry environment away from strong oxidizing agents. Its unique substitution pattern makes it an essential starting material for the synthesis of complex molecules, particularly those requiring regioselective functionalization.
The research value of CAS 2973-59-3 lies in its utility for constructing heterocyclic frameworks and natural product analogs. As a substituted phenolic aldehyde, it facilitates various coupling reactions and condensation processes, making it a staple reagent for medicinal chemists and material scientists focused on developing novel bioactive compounds or specialized chemical sensors.
• As a critical intermediate in pharmaceutical synthesis, this compound is frequently employed in the construction of biologically active molecules. Its specific arrangement of functional groups allows for the development of enzyme inhibitors and receptor ligands, particularly in the synthesis of alkaloids and other complex natural product derivatives that require a brominated aromatic core.
• In the field of organic synthesis research, 2-bromo-5-hydroxy-4-methoxybenzaldehyde serves as a foundational building block for cross-coupling reactions, such as Suzuki or Heck couplings. The presence of the bromine atom provides a strategic point for carbon-carbon bond formation, enabling the assembly of intricate polycyclic structures and specialized aromatic systems used in advanced chemical studies.
• The compound is utilized in the development of fine chemicals and specialty dyes. The aldehyde and hydroxyl groups can undergo condensation and etherification reactions, respectively, to produce chromophores with specific electronic properties. This makes it a valuable precursor for creating molecular probes and indicators used in analytical chemistry and materials science.
• It plays a significant role in the synthesis of vanillin derivatives and related flavoring agents. By modifying the substitution pattern of the benzaldehyde ring, researchers can explore the relationship between molecular structure and sensory properties, leading to the creation of novel fragrance components or chemical markers for industrial quality control processes.
Product Name: Benzaldehyde, 2-bromo-5-hydroxy-4-methoxy-
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