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• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Isocoumarans Phthalides
• Solvents and Organic Chemicals Organic Compounds Organoheterocyclic compounds Isocoumarans Isobenzofuranones Phthalides

Comprehensive Overview of 6-Iodo-1,3-dihydro-2-benzofuran-1-one (CAS No. 53910-10-4): Properties, Applications, and Industry Insights

6-Iodo-1,3-dihydro-2-benzofuran-1-one (CAS No. 53910-10-4) is a specialized organic compound that has garnered significant attention in pharmaceutical and agrochemical research due to its unique structural features. This iodinated benzofuran derivative is characterized by a five-membered lactone ring fused to a benzene ring, with an iodine substituent at the 6-position. The presence of iodine in this molecule makes it particularly valuable for cross-coupling reactions, which are fundamental in modern organic synthesis.

In recent years, the demand for halogenated benzofuran derivatives like 6-iodo-1,3-dihydro-2-benzofuran-1-one has surged, driven by their utility in drug discovery and material science. Researchers frequently search for "iodo benzofuran synthesis" or "CAS 53910-10-4 applications," reflecting the compound's relevance in developing novel therapeutic agents. Its structural motif is often explored for kinase inhibitors and antiviral compounds, aligning with current trends in targeting protein kinases and RNA viruses.

The physicochemical properties of 6-iodo-1,3-dihydro-2-benzofuran-1-one include a molecular weight of 262.04 g/mol and a melting point range of 120–125°C. Its solubility profile—moderate in polar organic solvents like DMSO and methanol but poor in water—makes it suitable for organic phase reactions. These characteristics are critical for researchers optimizing "heterocyclic compound purification" or "iodoarene stability," common queries in synthetic chemistry forums.

From an industrial perspective, CAS 53910-10-4 is often utilized as a building block in the synthesis of complex molecules. Its iodine atom serves as a handle for palladium-catalyzed couplings, such as Suzuki-Miyaura or Sonogashira reactions, which are pivotal in constructing biaryl structures for drug candidates. This aligns with the growing interest in "C?H functionalization strategies" and "green chemistry alternatives" to reduce synthetic steps.

Quality control of 6-iodo-1,3-dihydro-2-benzofuran-1-one typically involves HPLC and NMR spectroscopy to ensure purity >98%, a key concern for buyers searching for "high-purity benzofuran derivatives." Storage recommendations (2–8°C under inert atmosphere) and handling precautions (light-sensitive) are frequently discussed in technical datasheets, addressing common end-user questions about "compound shelf life."

Emerging applications of this compound include its role in photoredox catalysis and as a precursor for OLED materials, topics trending in "advanced material design" searches. Its benzofuran core is also investigated for fluorescence probes, connecting to the rising demand for "bioimaging tools" in cellular studies.

In summary, 6-iodo-1,3-dihydro-2-benzofuran-1-one (CAS No. 53910-10-4) represents a versatile scaffold with multidisciplinary applications. Its optimization for scale-up synthesis and exploration in catalysis continue to be active research areas, making it a compound of enduring significance in synthetic and medicinal chemistry.

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