|
|
| | TRIS(TRIMETHYLSILYL)SILANE Basic information |
| | TRIS(TRIMETHYLSILYL)SILANE Chemical Properties |
| Boiling point | 73 °C/5 mmHg (lit.) | | density | 0.806 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.489(lit.) | | Fp | 55 °C | | storage temp. | Flammables area | | form | liquid | | Specific Gravity | 0.806 | | color | Clear, colourless | | Water Solubility | Miscible with pentane, ether, toluene and tetrahydrofuran. Sparingly miscible with acetone and acetonitrile. Immiscible with water. | | Sensitive | Light Sensitive | | Hydrolytic Sensitivity | 8: reacts rapidly with moisture, water, protic solvents | | Merck | 14,9757 | | BRN | 1923953 | | InChI | InChI=1S/C9H28Si4/c1-11(2,3)10(12(4,5)6)13(7,8)9/h10H,1-9H3 | | InChIKey | SQMFULTZZQBFBM-UHFFFAOYSA-N | | SMILES | [Si](C)(C)(C)[SiH]([Si](C)(C)C)[Si](C)(C)C | | CAS DataBase Reference | 1873-77-4(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 10-36/37/38 | | Safety Statements | 16-26-36 | | RIDADR | UN 1993 3/PG 3 | | WGK Germany | 3 | | F | 10-23 | | TSCA | No | | HazardClass | 3 | | PackingGroup | II | | HS Code | 29319090 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Flam. Liq. 3 |
| | TRIS(TRIMETHYLSILYL)SILANE Usage And Synthesis |
| Chemical Properties | clear colorless to pale yellow liquid | | Uses | Reducing and hydrosilyating agent. | | 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 | Tris(trimethylsilyl)silane) is used in the synthesis of silated alkenes and alkynes. Also used in the preparation of fused quinolines. | | 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.] |
| | TRIS(TRIMETHYLSILYL)SILANE Preparation Products And Raw materials |
|