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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.
Methyltrimethylsilylacetate; Acetic acid, (trimethylsilyl)- methyl ester
Boiling Point: 62-4° / 50
EINECS Number: 220-845-0
Molecular Weight: 146.26
Specific Gravity: 0.890
Flashpoint: 15°C (59°F)
HMIS Key: 2-4-0-X
Hydrolytic Sensitivity: 2: reacts with aqueous acid
Refractive Index: 1.4140
Application: Employed in synthesis of ?,?-unsaturated esters.1
Reference: 1. Larcheveque, M. et al. J. Chem. Soc., Chem. Commun. 1981, 877.