TRIS(TRIMETHYLSILYL)SILANE
CAS: 1873-77-4
Ref. 3H-SIT8724.0
| 10g | Discontinued | ||
| 2kg | Discontinued | ||
| 14kg | Discontinued | ||
| 2.5g | Discontinued |
Product Information
- 1,1,1,3,3,3-HEXAMETHYL-2-TRIMETHYLSILYLTRISILANE; TTMS
- 1,1,1,3,3,3-Hexamethyl-2-(Trimethylsilyl)Trisilane
- 1,1,1,3,3-Hexamethyl-2-Trimethylsilyl-Trisilane
- Tris(Trimethylsilyl)Silane (Stabilized With Tbbp) [Reducing Reagent]
- Tris(Trimethylsilyl)Silane-D
- Trisilane, 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)-
- Ttmss
Tri-substituted Silane Reducing Agent
Organosilanes are hydrocarbon-like and possess the ability to serve as both ionic and free-radical reducing agents. These reagents and their reaction by-products are safer and more easily handled and disposed than many other reducing agents. The metallic nature of silicon and its low electronegativity relative to hydrogen lead to polarization of the Si-H bond yielding a hydridic hydrogen and a milder reducing agent compared to aluminum-, boron-, and other metal-based hydrides. A summary of some key silane reductions are presented in Table 1 of the Silicon-Based Reducing Agents brochure.
Tris(trimethylsilyl)silane; 1,1,1,3,3,3-Hexamethyl-2-trimethylsilyltrisilane; TTMS
Oxidizes slowly in contact with air at room temperatureEfficient mediator in organic radical reactionsInitiates addition of alkyl iodides to activated olefinsInitiates and promotes the radical addition of perfluoroalkyl iodides to olefins in waterHydrosilylates olefins in aqueous systems in presence of azo initiatorsUndergoes exothermic decomposition at >100 °CRadical-based reducing agent for organic halides selenides, xanthates and isocyanides and ketones in high yieldsCan provide complementary stereoselectivity to tri-n-butyltin hydride in the reduction of gem dihalidesMild reducing agent in nucleoside chemistryExtensive review of silicon based reducing agents: Larson, G.; Fry, J. L. "Ionic and Organometallic-Catalyzed Organosilane Reductions", Wipf, P., Ed.; Wiley, 2007
