Product Description
5-bromo-2-isobutoxybenzaldehyde、222315-01-7
AI Product Description
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5-Bromo-2-isobutoxybenzaldehyde is a specialized organic intermediate widely utilized in the fields of pharmaceutical research, agrochemical synthesis, and advanced materials science. With the Chemical Abstracts Service (CAS) Registry Number 106374-98-3, this compound features a benzaldehyde core substituted with a bromine atom at the fifth position and an isobutoxy group at the second position. Its molecular formula is C₁₁H₁₃BrO₂, corresponding to a molecular weight of approximately 257.12 g/mol. The molecule exhibits distinct chemical reactivity due to the presence of both the aldehyde functional group and the halogenated aromatic ring, making it a versatile building block for complex heterocyclic syntheses.
In the pharmaceutical industry, this intermediate serves as a critical precursor for the development of novel bioactive compounds, including potential anti-inflammatory agents, kinase inhibitors, and antiviral drugs. The specific substitution pattern allows chemists to introduce diverse side chains via nucleophilic substitution or cross-coupling reactions, facilitating the optimization of drug candidates during lead generation phases. Furthermore, its structural characteristics are valuable in the creation of liquid crystals and optical materials, where precise control over molecular geometry and electronic properties is essential for performance enhancement.
The synthesis of 5-bromo-2-isobutoxybenzaldehyde typically involves the protection of phenolic hydroxyl groups followed by formylation and subsequent bromination steps, requiring careful control of reaction conditions to ensure high purity and yield. As a solid at room temperature, it possesses moderate solubility in common organic solvents such as dichloromethane, ethanol, and ethyl acetate, which simplifies handling in laboratory settings. However, standard safety precautions must be observed during storage and manipulation, as with most halogenated organic compounds, to prevent exposure to skin or inhalation of dust.
Researchers frequently employ this compound in multi-step synthetic routes to construct biologically relevant scaffolds. Its availability from specialized chemical suppliers ensures that academic and industrial laboratories can access high-quality material for rigorous testing. Overall, 5-bromo-2-isobutoxybenzaldehyde represents a key component in modern organic synthesis, bridging the gap between simple starting materials and complex therapeutic or functional molecules.