Chemical Properties
clear colorless to pale yellow liquid
Uses
Tris(trimethylsilyl)silane) is used in the synthesis of silated alkenes and alkynes. Also used in the preparation of fused quinolines.
Uses
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.
Uses
Reducing and hydrosilyating agent.
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.
reaction suitability
reagent type: reductant
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.]
