1873-77-4

clear colorless to pale yellow liquid

Reducing and hydrosilyating agent.

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.

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

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.

reagent type: reductant

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.]