Cas no 1008106-86-2 (2-Iodophenylboronic acid)

2-Iodophenylboronic acid (CAS: 63148-57-2) is a versatile boronic acid derivative widely used in Suzuki-Miyaura cross-coupling reactions, a key methodology in organic synthesis for constructing biaryl compounds. The presence of both iodine and boronic acid functional groups on the phenyl ring makes it a valuable bifunctional building block, enabling sequential functionalization. Its high purity (>97%) and stability under inert conditions ensure reliable performance in palladium-catalyzed transformations. The compound's crystalline solid form facilitates handling and storage, while its well-defined reactivity profile allows for selective modifications. Particularly useful in pharmaceutical intermediates and material science applications, 2-Iodophenylboronic acid demonstrates excellent compatibility with various protecting groups and reaction conditions.
2-Iodophenylboronic acid structure
2-Iodophenylboronic acid structure
Product Name:2-Iodophenylboronic acid
CAS No:1008106-86-2
MF:C6H6BIO2
MW:247.826114177704
MDL:MFCD09743934
CID:1082925
PubChem ID:329762752
Update Time:2025-11-01

2-Iodophenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • 2-Iodophenylboronic acid
    • ACMC-20ansv
    • AG-A-43287
    • AK-45878
    • CTK7I2634
    • o-iodophenylboronic acid
    • ortho-iodophenylboronic acid
    • SBB071108
    • SureCN1905745
    • (2-iodophenyl)boronic acid
    • 2-iodophenylboronicacid
    • Boronic acid, B-(2-iodophenyl)-
    • MGUDXXNWLVGZIF-UHFFFAOYSA-N
    • FCH1327242
    • AM86204
    • BC001320
    • ST24040721
    • Y3509
    • MDL: MFCD09743934
    • Inchi: 1S/C6H6BIO2/c8-6-4-2-1-3-5(6)7(9)10/h1-4,9-10H
    • InChI Key: MGUDXXNWLVGZIF-UHFFFAOYSA-N
    • SMILES: IC1C=CC=CC=1B(O)O

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 110
  • Topological Polar Surface Area: 40.5

Experimental Properties

  • Density: 1.95±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 189-194?°C
  • Solubility: Slightly soluble (2.4 g/l) (25 o C),

2-Iodophenylboronic acid Security Information

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2-Iodophenylboronic acid Related Literature

Additional information on 2-Iodophenylboronic acid

Comprehensive Overview of 2-Iodophenylboronic Acid (CAS No. 1008106-86-2): Properties, Applications, and Industry Insights

2-Iodophenylboronic acid (CAS No. 1008106-86-2) is a versatile boronic acid derivative widely utilized in organic synthesis, pharmaceutical research, and material science. This compound, characterized by its iodine-substituted phenyl ring and boronic acid functional group, plays a pivotal role in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern drug discovery and agrochemical development. Its unique structural features enable the formation of carbon-carbon bonds, making it indispensable for constructing complex molecular architectures.

The growing demand for 2-Iodophenylboronic acid is driven by its applications in bioconjugation, proteomics, and the development of PET imaging agents. Researchers frequently search for "2-Iodophenylboronic acid solubility," "CAS 1008106-86-2 suppliers," and "Suzuki coupling with iodophenylboronic acid," reflecting its relevance in both academic and industrial settings. Recent advancements in green chemistry have also spotlighted this compound’s potential in catalyst-free reactions and sustainable synthesis methodologies.

From a technical perspective, 2-Iodophenylboronic acid exhibits moderate stability under inert atmospheres but requires storage at low temperatures to prevent protodeboronation. Its melting point (typically 150–160°C) and NMR spectral data (e.g., δ11B ~30 ppm) are critical for quality control. Analytical techniques like HPLC and mass spectrometry are commonly employed to verify purity, especially for pharmaceutical-grade batches.

In the context of drug development, this compound serves as a key intermediate for tyrosine kinase inhibitors and anticancer agents. Searches for "2-Iodophenylboronic acid in medicinal chemistry" or "CAS 1008106-86-2 patent applications" highlight its commercial significance. Notably, its iodine moiety facilitates further functionalization via halogen exchange reactions, expanding its utility in high-throughput screening libraries.

Emerging trends in nanotechnology have further broadened the scope of 2-Iodophenylboronic acid, particularly in designing boron-doped graphene for energy storage devices. Discussions around "boronic acid MOFs" (metal-organic frameworks) and "bioimaging probes" underscore its interdisciplinary appeal. Regulatory compliance, such as REACH certification for CAS No. 1008106-86-2, remains a priority for global suppliers to ensure safe handling and transport.

To address common queries like "How to purify 2-Iodophenylboronic acid?" or "Alternative catalysts for Suzuki reactions," experts recommend recrystallization from ethanol/water mixtures and palladium nanoparticle systems, respectively. The compound’s MSDS (Material Safety Data Sheet) emphasizes standard lab precautions, though it is not classified as hazardous under normal usage.

In summary, 2-Iodophenylboronic acid (CAS No. 1008106-86-2) bridges fundamental research and industrial innovation, with its demand fueled by breakthroughs in precision medicine and renewable materials. Its synergy with AI-driven molecular design tools and automated synthesis platforms positions it as a critical enabler of future scientific advancements.

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