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Product Code: SII6460.0

Cas No: 1833-53-0

5 g

Product data and descriptions listed are typical values, not intended to be used as specification.

Trimethylsilyl Blocking Agent

Used as a protecting group for reactive hydrogens in alcohols, amines, thiols, and carboxylic acids. Organosilanes are hydrogen-like, can be introduced in high yield, and can be removed under selective conditions. They are stable over a wide range of reaction conditions and can be removed in the presence of other functional groups, including other protecting groups. The tolerance of silylated alcohols to chemical transformations summary is presented in Table 1 of the Silicon-Based Blocking Agents brochure.

Isopropenoxytrimethylsilane; IPOTMS; 2-(Trimethylsiloxy)propene trimethyl[(1-methylvinyl)oxy]silane
  • By-product is acetone
  • Good for alcohols and acids
  • Provides acetonides with diols
  • Nafion SAC-13 has been shown to be a recyclable catalyst for the trimethylsilylation of primary, secondary, and tertiary alcohols in excellent yields and short reaction times
  • Summary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochure
  • EINECS Number: 217-393-1

    Alternative Name: 2-(TRIMETHYLSILOXY)PROPENE

    Specific Gravity: 0.786

    Flashpoint: -1°C (30°F)

    HMIS Key: 2-4-1-X

    Hydrolytic Sensitivity: 7: reacts slowly with moisture/water

    Formula: C6H14OSi

    Purity: 95%


    Refractive Index: 1.3960

    Application: Reagent for synthesis of cyclic-acetone ketals.1
    This and other enol silyl ethers add enantioselectively to imines.2

    Reference: 1. Larson, G. et al. J. Org. Chem. 1973, 38, 3935.
    2. Fuji, A. et al. J. Am. Chem. Soc. 1999, 121, 5450.

    Additional Properties: Contains hexamethyldisiloxane