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  • Naphthalene-1-boronic acid

  • Naphthalene-1-boronic acid

    Catalog Number
    ACM13922413-2
    CAS Number
    13922-41-3
    Product Name
    Naphthalene-1-boronic acid
    Structure
    Category
    Salt
    IUPAC Name
    naphthalen-1-ylboronic acid
    Molecular Weight
    171.99g/mol
    Molecular Formula
    C10H9BO2
    Canonical SMILES
    B(C1=CC=CC2=CC=CC=C12)(O)O
    InChI
    InChI=1S/C10H9BO2/c12-11(13)10-7-3-5-8-4-1-2-6-9(8)10/h1-7,12-13H
    InChI Key
    HUMMCEUVDBVXTQ-UHFFFAOYSA-N
    Application
    Naphthalene-1-boronic acid is an off-white to pink beige powder, characterized by its solubility in methanol and insolubility in water. Its primary purpose is to serve as a versatile reagent and intermediate in various chemical applications. It plays a crucial role in the synthesis of methyl 5-bromo-2-(naphthalene-1-yl)benzoate, which is essential for creating 9-anthracene-spirobenzofluorene host materials. Additionally, it is used in the development of bifunctional polymers for the hydrolysis of cellulose. Naphthalene-1-boronic acid is also instrumental in producing 9-(naphthalene-1-yl)anthracene, a key intermediate in crafting anthracene-derived molecular glass with blue emission. Furthermore, it acts as a substrate in fluorometric boronic acid-based saccharide sensors using Suzuki homocoupling reactions.
    Complexity
    172
    Covalently-Bonded Unit Count
    1
    EC Number
    604-119-4
    Exact Mass
    172.06956g/mol
    Formal Charge
    0
    Heavy Atom Count
    13
    Monoisotopic Mass
    172.06956g/mol
    NSC Number
    78936
    Rotatable Bond Count
    1
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