Triethylsilane

Triethylsilane
Skeletal formula of triethylsilane
Ball-and-stick model of the triethylsilane molecule
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.009.579
EC Number 210-535-3
Properties
C6H16Si
Molar mass 116.28 g/mol
Appearance colorless liquid
Density 0.728 g/mL
Melting point −156.1 °C (−249.0 °F; 117.0 K)
Boiling point 107–108 °C (225–226 °F; 380–381 K)
log P 3.08
Vapor pressure 31 hPa at 20 °C
75 hPa at 38 °C
126 hPa at 50 °C
Hazards
GHS pictograms
GHS signal word Danger
H225, H412[1]
P210, P273[1]
Flash point −2.99 °C (26.62 °F; 270.16 K) closed cup[1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Triethylsilane is a silane with the molecular formula C6H16Si. It is a trialkylsilicon hydride compound with a reactive Si-H bond. This colorless liquid is often used in organic synthesis, specifically for the hydrosilation of olefins to give alkyl silanes. It can also be used as a reducing agent since it has an active hydride.

Synthesis

Triethylsilane can be prepared by the reaction between three equivalents of ethylene and silane. This can be thought to occur by the coordination of ethylene to silicon followed by the nucleophilic olefin capturing the H in one of the Si-H bonds.

3 C2H4 + SiH4 → (C2H5)3SiH

Economy

Triethylsilane is also part of a global market.[2]

References

  1. 1 2 3 Sigma-Aldrich Co., Triethylsilane. Retrieved on 2015-01-30.
  2. ↑ https://www.newsient.com/future-of-the-global-triethylsilane-market-growth-latest-trend-forecast-2022/184082
  • Richard T. Beresis, Jason S. Solomon, Michael G. Yang, Nareshkumar F. Jain, and James S. Panek (1998). "Synthesis of Chiral (E)-Crotylsilanes: [3R- AND 3S-]-(4E)-Methyl 3-(Dimethylphenylsilyl)-4-Hexenoate ". Organic Syntheses. 75: 78.
  • Alessandro Dondoni and Daniela Perrone (2000). "Diastereoselective Synthesis of Protected Vicinal Amino Alcohols: (S)-2-[(4S)-N-tert-Butoxycarbonyl-2,2-Dimethyl-1,3,-oxazolidinyl]-2-tert-butyldimethylsiloxyethanal from a Serine-Derived Aldehyde ". Organic Syntheses. 77: 78.
  • Pape C. (1881). "Über Siliziumpropylverbindungen". Ber. 14: 1873.
  • Charles A. Kraus & Walter K. Nelson (1934). "The Chemistry of the Triethylsilicyl Group". J. Am. Chem. Soc. 56 (1): 195–202. doi:10.1021/ja01316a062.
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