360716

Tris(trimethylsilyl)silane

97%

• Synonym(s): 1,1,1,3,3,3-Hexamethyl-2-trimethylsilyl-trisilane, TTMSS
• Linear Formula: [(CH₃)₃Si]₃SiH
• CAS Number: 1873-77-4
• Molecular Weight: 248.66
• Beilstein/REAXYS Number: 1923953
• MDL number: MFCD00077893
• UNSPSC Code: 12161700
• PubChem Substance ID: 24861995
• NACRES: NA.22

Properties

• assay: 97%
• form: liquid
• reaction suitability: reagent type: reductant
• refractive index: n20/D 1.489 (lit.)
• bp: 73 °C/5 mmHg (lit.)
• density: 0.806 g/mL at 25 °C (lit.)
• SMILES string: C[Si](C)(C)[SiH]([Si](C)(C)C)[Si](C)(C)C
• InChI: 1S/C9H28Si4/c1-11(2,3)10(12(4,5)6)13(7,8)9/h10H,1-9H3
• InChI key: SQMFULTZZQBFBM-UHFFFAOYSA-N

Description

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.

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

Safety Information

• pictograms: GHS02
• signalword: Warning
• hcodes: H226
• pcodes: P210
• Hazard Classifications: Flam. Liq. 3
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 131.0 °F - closed cup
• flash_point_c: 55 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter