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1873-77-4

1873-77-4 Structure

1873-77-4 Structure
IdentificationMore
[Name]

TRIS(TRIMETHYLSILYL)SILANE
[CAS]

1873-77-4
[Synonyms]

1,1,1,3,3,3-HEXAMETHYL-2-(TRIMETHYLSILYL)TRISILANE
1,1,1,3,3-HEXAMETHYL-2-TRIMETHYLSILYL-TRISILANE
TRIS(TRIMETHYLSILYL)SILANE
TRIS(TRIMETHYLSILYL)SILANE-D
TTMSS
TRIS(TRIMETHYLSILYL)SILANE 96%
TRIS(TRIMETHYLSILYL)SILANE 97+%
Tris(trimethylsilyl)silane (stabilized with TBBP) [Reducing Reagent]
1,1,1,3,3,3-Hexamethyl-2-trimethylsilyl-trisilane, TTMSS
1,1-Bis(trimethylsilyl)-2,2,2-trimethyldisilane
2,2,4,4-Tetramethyl-3-(trimethylsilyl)-2,3,4-trisilapentane
Tri(trimethylsilyl)silane
[EINECS(EC#)]

678-629-0
[Molecular Formula]

C9H28Si4
[MDL Number]

MFCD00077893
[Molecular Weight]

248.66
[MOL File]

1873-77-4.mol
Chemical PropertiesBack Directory
[Appearance]

clear colorless to pale yellow liquid
[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
[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.
[Hydrolytic Sensitivity]

8: reacts rapidly with moisture, water, protic solvents
[Sensitive ]

Light Sensitive
[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)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)
GHS02
[Signal word ]

Warning
[Hazard statements ]

H226
[Precautionary statements ]

P210
[Hazard Codes ]

Xi
[Risk Statements ]

R10:Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
[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
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hydrochloric acid-->Diethyl ether-->Tetrahydrofuran-->Chlorotrimethylsilane-->Lithium-->Tetrachlorosilane-->Lithium bromide-->Methyllithium
[Preparation Products]

5-Phenyl-n-valeric acid methyl ester-->Chlorotris(trimethylsilyl)silane-->2-Trisilanol, 1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)-
Hazard InformationBack Directory
[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.]
Spectrum DetailBack Directory
[Spectrum Detail]

TRIS(TRIMETHYLSILYL)SILANE(1873-77-4)1HNMR
TRIS(TRIMETHYLSILYL)SILANE(1873-77-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Tris(trimethylsilyl)silane, 96%(1873-77-4)
[Alfa Aesar]

Tris(trimethylsilyl)silane, 97%(1873-77-4)
[Sigma Aldrich]

1873-77-4(sigmaaldrich)
[TCI AMERICA]

Tris(trimethylsilyl)silane  (stabilized with TBBP) [Reducing Reagent],>90.0%(GC)(1873-77-4)
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