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  • Iodomethyltrimethylsilane

  • Iodomethyltrimethylsilane

    Catalog Number
    ACM4206671-3
    CAS Number
    4206-67-1
    Product Name
    Iodomethyltrimethylsilane
    Structure
    Category
    Salt
    Synonyms
    (Iodomethyl)trimethylsilane
    IUPAC Name
    iodomethyl(trimethyl)silane
    Molecular Weight
    214.12 g/mol
    Molecular Formula
    C4H11ISi
    Canonical SMILES
    C[Si](C)(C)CI
    InChI Key
    VZNYXGQMDSRJAL-UHFFFAOYSA-N
    Boiling Point
    140ºC at 760mmHg
    Flash Point
    31ºC
    Purity
    95%+
    Density
    1.443
    Appearance
    Straw Liquid
    Application
    Iodomethyltrimethylsilane is a versatile reagent used in organic synthesis, primarily serving as an electrophile for producing allylsilanes and propargylsilanes. It aids in the formation of carbon alkylation adducts, proving particularly useful for alkene synthesis. Additionally, these alkylation adducts often act as fluoride-induced reactive intermediates, facilitating the formation of nitrogen and sulfur alkylation adducts which can serve as ylide precursors. The compound also readily participates in metal-halogen exchange reactions, generating an essential reagent for Peterson methylenation.
    EC Number
    224-123-6
    Exact Mass
    213.96700
    Hazard Statements
    Xi: Irritant;
    Packaging
    10 g; 100 g;
    Safety Description
    26-36-24/25-16
    WGK Germany
    3
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