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Merck

360716

Sigma-Aldrich

Tris(trimethylsilyl)silane

97%

Sinónimos:

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

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About This Item

Fórmula lineal:
[(CH3)3Si]3SiH
Número de CAS:
Peso molecular:
248.66
Beilstein/REAXYS Number:
1923953
MDL number:
UNSPSC Code:
12161700
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

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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

pictograms

Flame

signalword

Warning

hcodes

pcodes

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


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Visite la Librería de documentos

Synlett, 91-91 (1990)
Tris (trimethylsilyl) silane: an efficient hydrosilylating agent of alkenes and alkynes
Kopping B, et al.
The Journal of Organic Chemistry, 57(14), 3994-4000 (1992)
Tris (trimethylsilyl) silane. A new reducing agent
Chatgilialoglu C, et al.
The Journal of Organic Chemistry, 53(15), 3641-3642 (1988)
Accounts of Chemical Research, 25, 188-188 (1992)
Tris(trimethylsilyl)silane
Encyclopedia of Reagents for Organic Synthesis, Second Edition (2007)

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