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  • Ethynylmagnesium Bromide

  • Ethynylmagnesium Bromide

    Catalog Number
    ACM4301148-1
    CAS Number
    4301-14-8
    Product Name
    Ethynylmagnesium Bromide
    Category
    Salt
    Synonyms
    ETHYNYLMAGNESIUM BROMIDE;ethynylmagnesium bromide solution;ETHYNYLMAGNESIUM BROMIDE, 0.5M SOLUTION IN TETRAHYDROFURAN;ETHYNYLMAGNESIUM BROMIDE SOLUTION, ~0.5 M IN THF;ETHYLVINYLETHER;Ethynylbromomagnesium;Ethynyl magnesium bromide solution THF;Ethynylmagnesium bromide, 0.5M solution in THF, AcroSeal
    IUPAC Name
    magnesium;ethyne;bromide
    Molecular Weight
    129.24g/mol
    Molecular Formula
    C2HBrMg
    Canonical SMILES
    C#[C-].[Mg+2].[Br-]
    InChI
    InChI=1S/C2H.BrH.Mg/c1-2;;/h1H;1H;/q-1;;+2/p-1
    InChI Key
    LROBJRRFCPYLIT-UHFFFAOYSA-M
    Flash Point
    -20°F
    Density
    0.94g/mL at 25°C
    Application
    Ethynylmagnesium Bromide is a versatile reagent used primarily for its role in Grignard reactions. It's employed in a variety of synthetic processes, including the preparation of alkyne components for enyne cross-metathesis, which results in conjugated dienes. Additionally, it is used in the ethynylation of chiral α-(dibenzylamino) aldehydes and the synthesis of ethynyl aziridines. This reagent also aids in forming alkyl(triethynyl)germanes from tert-alkyltrichlorogermanes and 2-butyltrichlorogermane. Furthermore, it is instrumental in preparing key intermediates in the total synthesis of complex molecules like (+)-4-demethoxydaunomycin.
    Complexity
    14
    Covalently-Bonded Unit Count
    3
    Exact Mass
    127.9112g/mol
    Formal Charge
    0
    Hazard Statements
    F,C
    Heavy Atom Count
    4
    Monoisotopic Mass
    127.9112g/mol
    Rotatable Bond Count
    0
    Safety Description
    16-26-36/37/39-45-43-9
    Supplemental Hazard Statements
    H225-H261-H302-H314-H335-H351
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