Iodotrimethylsilane, 5G

SKU:
195529-5G
  • $48.80
  • Description

    Iodotrimethylsilane, 5G

    97%

    Synonym(s):
    TMIS, Trimethyliodosilane
    Linear Formula:
    (CH3)3SiI
    CAS Number:
    16029-98-4
    Molecular Weight:
    200.09
    Beilstein:
    1731136
    EC Number:
    240-171-0
    MDL number:
    MFCD00001028
    PubChem Substance ID:
    24851696
    NACRES:
    NA.22

    PROPERTIES

    Quality Level

    300

    Assay

    97%

    form

    liquid

    contains

    copper as stabilizer

    refractive index

    n20/D 1.471 (lit.)

    bp

    106 °C (lit.)

    density

    1.406 g/mL at 25 °C (lit.)

    storage temp.

    −20°C

    SMILES string

    C[Si](C)(C)I

    InChI

    1S/C3H9ISi/c1-5(2,3)4/h1-3H3

    InChI key

    CSRZQMIRAZTJOY-UHFFFAOYSA-N

    General description

    Iodotrimethylsilane is a multipurpose reagent used in various organic reactions. It is used for the dealkylation of few compounds like lactones, ethers, acetals, and carbamates and trimethylsilylating agent for the synthesis of silyl imino esters, alkyl and alkenyl silanes, etc. It also acts as a Lewis acid catalyst and as a reducing agent in many organic reactions.[1][1]

    [1]Iodotrimethylsilane is a hard-soft reagent that reacts readily with organic compounds containing oxygen (a hard base) forming a strong siliconoxygen bond.[2]

    Application

    Efficient reagent for cleaving ethers, esters, carbamates, ketals, and lactones.[3]
    For the introduction of the TMS group, e.g., TMS enol ethers.[4] Key reagent for the selective deprotection of an N-Cbz group in the presence of a trimethyltin moiety.[5]
    Reagent was recently reported to convert allyl- and benzylphosphotriesters to the corresponding iodides.[6]

    SAFETY INFORMATION

    Pictograms

    GHS02,GHS05

    Signal Word

    Danger

    Hazard Statements

    H225 - H314

    Precautionary Statements

    P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338

    Hazard Classifications

    Eye Dam. 1 - Flam. Liq. 2 - Skin Corr. 1B

    Supplementary Hazards

    EUH014

    Storage Class Code

    3 - Flammable liquids

    WGK

    WGK 3

    Flash Point(F)

    -23.8 °F - closed cup

    Flash Point(C)

    -31 °C - closed cup

    Personal Protective Equipment

    dust mask type N95 (US), Eyeshields, Gloves