Silanes

The Functions on Organic Compounds

The activated hydrogen such as hydroxyl group, amino group, carboxyl group, or amide group in the organic compounds can be substituted by silicon with the use of silylating agents. The purposes of substitution are as follows:

(1) To protect reactive group during chemical reaction
(2) To improve reaction selectivity
(3) To improve solubility in solvents
(4) To improve stability during distillation
(5) To improve applications for gas chromatograph and mass- spectrometry

At present, most uses are for the protection of the reactive group. Recently, many references have indicated preferential selectivity through use of a silylating agents. It is possible this application will gain more wide spread use in the near future. Silylating agents can protect against the reactive groups of alkaline reagents, oxidizing agents, reducing agents, Grignard reagents, and Wittig reagents used in the following processes.

Selectivity

Introducing Trimethylsilyl Group

Compounds are selected for reaction in accordance with reactivity, by-products, and prices.

Silylating Agent with Large Steric Bulk

*TBMS is solid at room temperatures, 50% toluene solution and 50% acetic acid ethyl solutions are usually available for industrial use.

The stability of silylated functional groups is affected by the bulkiness of the organic substituents. The stability of the silylated functional group can be estimated from Taft's 3D parameters (the greater the negative values the higher mass) in the following table.

Taft's 3D Parameters

2Bi-Functional Silylating Agent

Examples of Applications

We have received many reports on the silylated agent, described are the applications of CIPS.