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    101166-65-8

    Catalog No. EBD226140

    CAS 101166-65-8

    Name 1-(tert-butyldimethylsilyloxy)-2-iodoethane

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    Basic Information

    Synonyms: 1-(tert-butyldimethylsilyloxy)-2-iodoethane 1-iodo-2-(tert-butyldimethylsilyloxy)ethane tert-butyl-(2-iodo-ethoxy)-dimethyl-silane 2-(t-butyldimethylsilyloxy)ethyliodide ICH2CH2OTBS 1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-iodo-ethane 2-iodo-1-[t-butyl(dimethyl)silanyloxy]ethane

    Molecular Formula: C8H19IOSi

    Molecular Weight: 286.23

    MDL Number: MFCD09909940

    Categories: Synthetic Chemistry > Organic Building Blocks > Halogenated Compounds Synthetic Chemistry > Organic Building Blocks > Special Functional Group Blocks

    Product Description:
    Tert-Butyl(2-iodoethoxy)dimethylsilane is a bifunctional organosilicon compound featuring both a silyl ether protecting group and a terminal iodoalkyl chain. Its molecular structure combines the robust tert-butyldimethylsilyl (TBDMS) protecting group, commonly used for alcohols, with a reactive alkyl iodide handle. This compound serves as a versatile synthetic building block, primarily in organic synthesis. The TBDMS group can be used to protect hydroxyl functionalities, while the iodoethyl moiety acts as an excellent electrophile for various nucleophilic substitution reactions (e.g., SN2) or can be used in metal-catalyzed cross-coupling reactions. It is particularly valuable for the stepwise, orthogonal functionalization of molecules or for introducing silicon-containing linkers. Its applications are foundational in constructing more complex molecular architectures for research purposes across pharmaceuticals, materials science, and chemical biology. As a reagent-grade chemical, it requires careful handling under inert atmosphere due to the moisture sensitivity of the silyl group and the light sensitivity of the carbon-iodine bond. It is typically stored refrigerated and protected from light.
    Physical Properties

    Boiling Point: 209.794 °C at 760 mmHg

    Flash Point: 80.681 °C

    Density: 1.292 g/cm3

    mg g kg ml l t