Overview
5-Bromovanillin is a brominated derivative of vanillin, characterized by its white crystalline form and vanilla-like odor. It serves as a versatile intermediate in pharmaceutical and fragrance industries. The compound is synthesized through bromination of vanillin, ensuring high purity for industrial applications. Its molecular structure includes a bromine atom at the 5-position, enhancing its reactivity in organic synthesis. This modification makes it valuable for creating complex molecules, particularly in drug development and specialty chemicals.
Physical and Chemical Properties
5-Bromovanillin exhibits a melting point of 163-165°C, indicative of its stable crystalline nature. It is soluble in organic solvents like ethanol and DMSO but has limited solubility in water. The bromine substitution increases its molecular weight to 231.05 g/mol, affecting its reactivity and interaction with other compounds. Key chemical properties include its aromatic aldehyde group, which participates in condensation and oxidation reactions. These traits make it useful for synthesizing heterocyclic compounds and fine chemicals. Storage under dry, dark conditions preserves its stability.
Main Applications
In pharmaceuticals, 5-Bromovanillin acts as a precursor for antitumor and antimicrobial agents. Its bromine moiety facilitates cross-coupling reactions, enabling the construction of bioactive molecules. The fragrance industry employs it to modify vanilla scents or create novel aromatic profiles. Organic synthesis leverages its aldehyde group for constructing complex frameworks, such as benzofurans and indoles. Researchers also use it to study enzyme inhibition and receptor binding, highlighting its multidisciplinary utility.
Safety and Storage
Handle 5-Bromovanillin with gloves and protective eyewear to avoid skin/eye irritation. Inhalation of dust should be prevented by working in a fume hood. The compound is stable under recommended storage conditions but may degrade if exposed to moisture or prolonged light. Dispose of waste according to local regulations, avoiding environmental release. First-aid measures include rinsing exposed areas with water and seeking medical attention if symptoms persist. Always refer to the Material Safety Data Sheet (MSDS) for detailed guidelines.
B2B Procurement Guide
When sourcing 5-Bromovanillin, prioritize suppliers with ISO certification and batch-specific Certificates of Analysis (COA). Confirm the CAS number (2973-76-4) and purity (≥98%) to ensure consistency. Bulk purchases may qualify for discounts, but verify lead times and storage requirements. Request samples for quality testing before large orders. Reliable vendors provide MSDS and technical support. Consider logistics—airfreight may be necessary for time-sensitive projects due to the compound's stability constraints.
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