Tris(trimethylsilyl)silane

Chemical properties

clear colorless to pale yellow liquid

The Uses of Tris(trimethylsilyl)silane

Tris(trimethylsilyl)silane is used in hydrosilylations of carbonyls, radical reactions, reductions of acid chlorides, and carbon-halogen bonds. It acts a mediator of radical reactions and considered to be a nontoxic substitute for tri-n-butylstannane in radical reactions. It forms complexes with transition metals and main group elements. Further, it is utilized in carbon-carbon bond forming reactions.

The Uses of Tris(trimethylsilyl)silane

Reducing and hydrosilyating agent.

The Uses of Tris(trimethylsilyl)silane

Tris(trimethylsilyl)silane) is used in the synthesis of silated alkenes and alkynes. Also used in the preparation of fused quinolines.

What are the applications of Application

Undergoes exothermic decomposition at >100 °C. Radical-based reducing agent for organic halides, selenides, xanthates and isocyanides and ketones in high yields. Can provide complementary stereoselectivity to tri-n-butyltin hydride in the reduction of gem dihalides. Mild reducing agent in nucleoside chemistry.

General Description

Tris(trimethylsilyl)silane is an organosilicon generally used as a radical reducing agent for xanthates, organic halides, isocyanides, selenides, and acid chlorides. It is also used for hydrosilylation of alkenes, alkynes, and dialkyl ketones.

Purification Methods

Purify it by fractional distillation and taking the middle cut. Store it under N2 or Ar as it is PYROPHORIC and is an IRRITANT. [Chatgilialoglu et al. J Org Chem 53 3641 1988, Balestri et al. J Org Chem 56 678 1991, Chatgilialoglu Acc Chem Res 25 188 1992, NMR: Gilman et al. J Organomet Chem 4 163 1965.]