Trimethyl(phenoxy)silane

Chemical Properties

Clear colorless liquid

Uses

Trimethyl(phenoxy)silane can be used as a catalyst for the Friedel-Crafts reaction, which is an organic reaction that converts alkenes into alcohols or epoxides. It can also reacts with hydrochloric acid to give phenol and chloroform. Trimethyl(phenoxy)silane has been shown to have chemical properties similar to those of phenol, such as viscosity, chemical species and resonance spectroscopy properties. It can react with oxygen in the air to form peroxides, so it should be stored in a cool, dry place away from light.

General Description

Trimethyl(phenoxy)silane is a trimethylsilyl protected alcohol. Direct lateral zincation (DlZn) of trimethyl(phenoxy)silane has been reported. Dielectric studies of phenoxysilane-phenol binary systems has been reported.

Synthesis

General procedure for trimethylsilylation of alcohols with HMDS catalyzed by P2O5/Al2O3. P2O5/Al2O3 (0.1 g) was added to a stirred solution of the alcohol (10 mmol) and HMDS (7.5 mmol) and the mixture was stirred at room temperature for the time specified in Table 2. The reaction was followed by TLC (n-hexane-EtOAc, 9:1). After completion of the reaction, ethyl acetate was added to the reaction mixture and the catalyst was isolated by filtration. It was washed well with ethyl acetate (2 9 5 ml) and then dried at 100°C for 2 h before being used again. The filtered solution was evaporated and purified by passage through a short column of silica gel with n-hexane as eluent (2 x 20 ml). Evaporation of the solvent under reduced pressure gave the pure product Trimethyl(phenoxy)silane, Yield; 89%.