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.)

Flash point:

55 °C

storage temp. 

Flammables area

form 

liquid

color 

Clear, colourless

Specific Gravity

0.806

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

CAS DataBase Reference

1873-77-4(CAS DataBase Reference)

Safety Information

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

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

TRIS(TRIMETHYLSILYL)SILANE Usage And Synthesis

Chemical Properties

clear colorless to pale yellow liquid

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.

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.

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(1873-77-4)Related Product Information

• TRIS(TRIMETHYLSILYL)GERMANIUM HYDRIDE
• Triphenylmethyl Chloride
• Trifluoromethyl iodide
• TRIBUTYLPROPYNYLSTANNANE
• TRIS(TRIMETHYLSILYL)METHANE
• Tris(trimethylsilyl)phosphate
• [TRIS(TRIMETHYLSILOXY)SILYLETHYL]DIMETHYLCHLOROSILANE
• TRIS(TRIMETHYLSILYL)SILANE
• TETRAKIS(TRIMETHYLSILYL)SILANE
• CHLOROTRIS(TRIMETHYLSILYL)SILANE
• SALOR-INT L170593-1EA
• SALOR-INT L170410-1EA
• SALOR-INT L170399-1EA
• SALOR-INT L170615-1EA
• SALOR-INT L170429-1EA
• SALOR-INT L170437-1EA
• (2,4,6-Trimethylphenyl)tris(trimethylsilyl)silane
• Trifluoroacetyl-tris(trimethylsilyl)silane