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360716 Aldrich

Tris(trimethylsilyl)silane

97%

Synonym: 1,1,1,3,3,3-Hexamethyl-2-trimethylsilyl-trisilane, TTMSS

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Properties

Related Categories Chemical Synthesis, Organometallic Reagents, Organosilicon, Other Organosilicon, Reduction,
InChI Key   SQMFULTZZQBFBM-UHFFFAOYSA-N
assay   97%
refractive index   n20/D 1.489(lit.)
bp   73 °C/5 mmHg(lit.)
density   0.806 g/mL at 25 °C(lit.)

Description

Packaging

25 g in Sure/Seal™

5 g in glass bottle

Application

Super Silyl Protecting Groups

Used in:
• Hydrosilylations
• Radical reactions
• Reductions of acid chlorides
• Reductions of carbon-halogen bonds
• Hydrosilations of carbonyls

• Another common application involves the use of the tris(trimethylsilyl)silyl (TTMSS, or super silyl) group when complexed with transition metals and main group elements

• More recently, the super silyl group is being utilized in carbon–carbon bond forming reactions

Price and Availability


Cross-Coupling Guide
Safety & Documentation

Safety Information

Symbol 
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
UN 1993C 3 / PGIII
WGK Germany 
3
Flash Point(F) 
131 °F
Flash Point(C) 
55 °C
Protocols & Articles

Articles

Molecular Monolayers on Silicon Surfaces

Controlled formation of organic molecular monolayers on silicon surfaces offers the promise of enhancing the functionality of existing and emerging silicon based materials and devices. The synthetic ...
Gregory P. Lopinski, Daniel D.M. Wayner
Material Matters 2008, 3.2, 38.
Keywords: Adsorption, Applications, Buffers, Degradations, Diffusion, Electronics, Events, Gas chromatography, Grignard Reaction, Hydrosilylations, Immobilization, Infrared spectroscopy, Methods, Microelectronics, Microscopy, Nanomaterials, Nucleic acid hybridization, Oxidations, Reductions, Semiconductor, Solvents, Sonication, Spectra, Surface Science, Transduction

Super Silyl Protecting Groups

Tris(trimethylsilyl)silane (360716) won the Fluka Reagent of the Year award in 1990 for its use as an alternative to tributylstannane (Bu3SnH) in radical reactions. Currently, the tris(trimethylsilyl...
Mark Redlich
Chemfiles Volume 9 Article 3

Yamamoto Group - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Yamamoto Group - Professor Product Portal
Keywords: Amidations, Asymmetric synthesis, Catalysis, Diels-Alder reaction, Epoxidations, Esterifications, Ligands, Oxidations

Related Content

Super Silyl Protecting Groups – Unique Reactivity in C–C Bond Forming Reactions

Tris(trimethylsilyl)silane, 360716 (Figure 1) won the Fluka Reagent of the Year award in 1990 for its use as an alternative to tributylstannane (Bu3SnH) in radical reactions. Tris(trimethylsilyl)sila...
Keywords: Addition reactions, Aldol reaction, Cyclizations, Deprotonations, Grignard Reaction, Hydrosilylations, Racemizations, Reductions, transformation

Peer-Reviewed Papers
15

References

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