Description

Description

Trimethylsilyl Chlorosulphate (CAS 4353-77-9) is a highly reactive organosilicon compound with the molecular formula C₃H₉ClO₃SSi. This specialized reagent is widely utilized in organic synthesis, particularly as a powerful silylating agent and sulfonylation intermediate. The IUPAC name, [chlorosulfonyloxy(dimethyl)silyl]methane, reflects its unique molecular structure combining a trimethylsilyl group with a reactive chlorosulfate moiety.

This compound is typically supplied as a moisture-sensitive liquid that requires careful handling under inert atmosphere conditions. Its exceptional reactivity makes it valuable for introducing trimethylsilyl groups in challenging synthetic transformations. The product is rigorously quality controlled to ensure consistency for research applications, with purity typically exceeding 95% by GC analysis.

Primary applications include: protection/deprotection chemistry, synthesis of sulfonate esters, and as a reagent in complex multi-step organic syntheses. Due to its hazardous nature, it is supplied with comprehensive safety documentation including SDS and technical specifications.

Application

Trimethylsilyl chlorosulphate serves as an efficient reagent for introducing sulfonate groups in organic synthesis. It finds particular utility in carbohydrate chemistry for selective sulfonylation of hydroxyl groups. The compound is also employed in the preparation of silyl ethers under mild conditions. Researchers value its ability to act as both a silylating agent and sulfonylating reagent in complex molecular transformations.

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