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  • 3,5-Dibromophenylboronic acid

  • 3,5-Dibromophenylboronic acid

    Catalog Number
    ACM117695553-1
    CAS Number
    117695-55-3
    Product Name
    3,5-Dibromophenylboronic acid
    Structure
    Category
    Salt
    IUPAC Name
    (3,5-dibromophenyl)boronic acid
    Molecular Weight
    279.72g/mol
    Molecular Formula
    C6H5BBr2O2
    Canonical SMILES
    B(C1=CC(=CC(=C1)Br)Br)(O)O
    InChI
    InChI=1S/C6H5BBr2O2/c8-5-1-4(7(10)11)2-6(9)3-5/h1-3,10-11H
    InChI Key
    WQBLCGDZYFKINX-UHFFFAOYSA-N
    Application
    3,5-Dibromophenylboronic acid, a brown crystalline powder, serves as a versatile reactant in various complex synthetic procedures. It is integral in vacuo condensation and on-surface radical addition processes for creating phenylene-boroxine networks. Additionally, this compound plays a crucial role in the lithiation of dihalophenyl dioxazaborocines, yielding functionally enhanced dihalophenylboronic acids. Further applications include its participation in the cycloboronation of tetrasubstituted butanetetraols and the homocoupling of arylboronic acids. 3,5-Dibromophenylboronic acid is also employed in the synthesis of borondipyrromethene hybrids and is involved in research concerning the structure and activity of NHC and dendritic NHC iridium complexes.
    Complexity
    124
    Covalently-Bonded Unit Count
    1
    Exact Mass
    279.87289g/mol
    Formal Charge
    0
    Heavy Atom Count
    11
    Monoisotopic Mass
    277.87493g/mol
    Rotatable Bond Count
    1
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