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  • Diethyl vinylphosphonate

    Catalog Number
    ACM682304
    CAS Number
    682-30-4
    Product Name
    Diethyl vinylphosphonate
    Category
    Monomers
    IUPAC Name
    1-[ethenyl(ethoxy)phosphoryl]oxyethane
    Molecular Weight
    164.14g/mol
    Molecular Formula
    C6H13O3P
    Canonical SMILES
    CCOP(=O)(C=C)OCC
    InChI
    InChI=1S/C6H13O3P/c1-4-8-10(7,6-3)9-5-2/h6H,3-5H2,1-2H3
    InChI Key
    DREPONDJUKIQLX-UHFFFAOYSA-N
    Boiling Point
    202.0 °C
    Purity
    98+ %
    Application
    Diethyl vinylphosphonate serves as a versatile chemical component with multiple applications in synthesis and polymer production. As a precursor, it facilitates the formation of α, β-unsaturated phosphonates when it reacts with arylboronic acids using a palladium-catalyzed Mizoroki-Heck reaction. It also enables the synthesis of 2-(arylamino)ethyl phosphonates through condensation with primary and secondary amines via the aza-Michael addition reaction. Additionally, diethyl vinylphosphonate can be utilized as a monomer unit to develop high-molecular-weight polymers like poly(diethyl vinylphosphonate), employing lanthanide complexes for polymerization.
    Complexity
    134
    Covalently-Bonded Unit Count
    1
    EC Number
    211-663-2
    Exact Mass
    164.060231g/mol
    Formal Charge
    0
    Heavy Atom Count
    10
    Monoisotopic Mass
    164.060231g/mol
    Rotatable Bond Count
    5
    XLogP3
    0.7
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