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  • 4-(Dibenzofuranyl)boronic acid

  • 4-(Dibenzofuranyl)boronic acid

    Catalog Number
    ACM100124069-2
    CAS Number
    100124-06-9
    Product Name
    4-(Dibenzofuranyl)boronic acid
    Structure
    Category
    Salt
    IUPAC Name
    dibenzofuran-4-ylboronic acid
    Molecular Weight
    212.01g/mol
    Molecular Formula
    C12H9BO3
    Canonical SMILES
    B(C1=C2C(=CC=C1)C3=CC=CC=C3O2)(O)O
    InChI
    InChI=1S/C12H9BO3/c14-13(15)10-6-3-5-9-8-4-1-2-7-11(8)16-12(9)10/h1-7,14-15H
    InChI Key
    ZXHUJRZYLRVVNP-UHFFFAOYSA-N
    Application
    4-(Dibenzofuranyl)boronic acid serves as a versatile compound primarily used for the development of glycosensors due to its water solubility and functional boronic acid group. It is particularly effective in carbohydrate fluorescence sensors, where it exhibits distinct fluorescence changes at three wavelengths when interacting with sugars under near-physiological conditions. Beyond its applications in sensor technology, 4-(Dibenzofuranyl)boronic acid also acts as a cross-coupling agent in the Suzuki coupling reaction, although traditionally it has shown low efficiency. However, recent advancements utilizing methanol extraction and its unique photophysical properties have improved its efficacy. Additionally, 4-(Dibenzofuranyl)boronic acid's bond cleavage and hydrogen bonding attributes make it a promising candidate for synthesizing anti-inflammatory compounds when partnered with imidazole derivatives.
    Complexity
    259
    Covalently-Bonded Unit Count
    1
    Exact Mass
    212.064474g/mol
    Formal Charge
    0
    Heavy Atom Count
    16
    Monoisotopic Mass
    212.064474g/mol
    Rotatable Bond Count
    1
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