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360716

Tris(trimethylsilyl)silane

97%

Synonym(s):

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

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About This Item

Linear Formula:
[(CH3)3Si]3SiH
CAS Number:
1873-77-4
Molecular Weight:
248.66
UNSPSC Code:
12161700
NACRES:
NA.22
PubChem Substance ID:
24861995
MDL number:
MFCD00077893
Beilstein/REAXYS Number:
1923953
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Quality Level

100

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

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
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

flash_point_f

131.0 °F - closed cup

flash_point_c

55 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
43697PJ
04930CH
05030CH
09203AH
07326ME

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Articles

Super Silyl Protecting Groups

The super silyl group is a powerful tool for the synthetic chemist, showing great efficacy in various carbon–carbon bond forming reactions.

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Accounts of Chemical Research, 25, 188-188 (1992)
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)
Synlett, 91-91 (1990)
View All Related Papers

Global Trade Item Number

SKUGTIN
360716-5G04061831823943
360716-25G04061831823936