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Trialkylsilyl 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.
Allyltriisopropylsilane; Propenyltriisopropylsilane; 3-Triisopropylsilylpropene
Specific Gravity: 0.824
Flashpoint: 76°C (169°F)
HMIS Key: 2-2-0-X
Hydrolytic Sensitivity: 4: no reaction with water under neutral conditions
Refractive Index: 1.4670
Application: Alkylated by primary alkyl bromides with greater regiospecificity than allyltrimethylsilane.1
Reference: 1. Muchowski, J. et al. Tetrahedron Lett. 1985, 26, 5375.