Overview
5-Iodovanillin is a halogenated derivative of vanillin, characterized by the substitution of an iodine atom at the 5-position of the benzene ring. It is primarily used in organic synthesis and as a pharmaceutical intermediate. The compound is known for its role in the synthesis of more complex molecules, particularly in medicinal chemistry. 5-Iodovanillin is typically available as a light yellow to white crystalline powder. Its molecular structure includes an aldehyde group, making it a versatile building block in chemical reactions. The compound is commonly utilized in research laboratories and industrial settings for its reactivity and stability under controlled conditions.
Physical and Chemical Properties
5-Iodovanillin has a molecular weight of 278.05 g/mol and a melting point range of approximately 145-150°C. It is soluble in common organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), but has limited solubility in water. The presence of the iodine atom enhances its reactivity in electrophilic aromatic substitution reactions. The compound exhibits moderate stability under standard storage conditions but may degrade upon prolonged exposure to light or moisture. Its infrared (IR) spectrum typically shows characteristic peaks for the aldehyde and hydroxyl functional groups, which are useful for identification and purity assessment.
Main Applications
5-Iodovanillin is widely used as an intermediate in the synthesis of pharmaceuticals and fine chemicals. Its iodine moiety makes it a valuable precursor for cross-coupling reactions, such as Suzuki and Heck reactions, which are pivotal in drug discovery and development. In addition to pharmaceutical applications, 5-Iodovanillin is employed in academic research for studying reaction mechanisms and developing new synthetic methodologies. Its versatility as a building block allows chemists to introduce iodine-containing functional groups into complex molecules, enabling further derivatization.
Safety and Storage
5-Iodovanillin should be handled with care to avoid exposure. Personal protective equipment (PPE), including gloves, goggles, and lab coats, is recommended when working with this compound. Inhalation or ingestion can cause irritation, and skin contact should be minimized. For storage, keep the compound in a tightly sealed container in a cool, dry place away from light and moisture. Proper labeling and segregation from incompatible substances, such as strong oxidizing agents, are essential to ensure safety and longevity of the material.
B2B Procurement Guide
When procuring 5-Iodovanillin, it is crucial to verify the purity and CAS number with suppliers. Reputable suppliers should provide certificates of analysis (CoA) to confirm the compound's identity and quality. The reference price range is approximately $50-$200 per gram, depending on purity and supplier. Bulk procurement may offer cost advantages, but buyers should ensure proper storage and handling conditions are maintained during transportation. Compliance with local regulations for hazardous materials is mandatory, and necessary documentation should be prepared in advance to avoid delays.
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