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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.
Triethylchlorosilane; Chlorotriethylsilane; TES-Cl
Boiling Point: 144-5°
EINECS Number: 213-615-6
Melting Point: -50°
Molecular Weight: 150.72
Specific Gravity: 0.8968
Flashpoint: 30°C (86°F)
HMIS Key: 3-3-1-X
Hydrolytic Sensitivity: 8: reacts rapidly with moisture, water, protic solvents
Refractive Index: 1.4313
Application: Forms silylated derivatives of alcohols stable to Grignard conditions.1
Reference: 1. Arkles, B. In Handbook of Grignard Reagents; Silverman, G., Ed; Marcel Dekker: 1996; p667.
Additional Properties: 280?Hvap: 9.8 kcal/moleVapor pressure, 25°: 7 mm