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| Preferred IUPAC name Triethylsilane | |
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| ECHA InfoCard | 100.009.579 
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| Properties | |
| Chemical formula | 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 |
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| Signal word | Danger |
| Hazard statements | H225, H412 |
| Precautionary statements | P210, P273 |
| Flash point | −2.99 °C (26.62 °F; 270.16 K) closed cup |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa).
 Y verify (what is ?)
Infobox references
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Triethylsilane is the organosilicon compound with the formula (C2H5)3SiH. It is a trialkylsilane. The Si-H bond is reactive.
It was first discovered by Albert Ladenburg in 1872 among the products of reduction of tetraethyl orthosilicate with sodium and diethylzinc. He also prepared it by a stepwise reduction via ethoxytriethylsilane and named it silicoheptyl hydride, reflecting the idea of a silicon compound analogous to a seven-carbon hydrocarbon.
This colorless liquid is used in organic synthesis as a reducing agent and as a precursor to silyl ethers. As one of the simplest trialkylsilanes that is a liquid at room temperature, triethylsilane is often used in studies of hydrosilylation catalysis.
Additional reading
- Richard T. Beresis, Jason S. Solomon, Michael G. Yang, Nareshkumar F. Jain, and James S. Panek (1998). "Synthesis of Chiral (E)-Crotylsilanes: -(4E)-Methyl 3-(Dimethylphenylsilyl)-4-Hexenoate ". Organic Syntheses. 75: 78
{{cite journal}}: CS1 maint: multiple names: authors list (link). - Alessandro Dondoni and Daniela Perrone (2000). "Diastereoselective Synthesis of Protected Vicinal Amino Alcohols: (S)-2--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.
References
- ^ Sigma-Aldrich Co., Triethylsilane. Retrieved on 2015-01-30.
- Ladenburg, A. (1872). "Ueber die Reductionsproducte des Kieselsäureäthers und deren Derivate". Justus Liebigs Annalen der Chemie (in German). 164 (2): 300–332. doi:10.1002/jlac.18721640212. ISSN 0075-4617.
- Fry, James L.; Rahaim, Ronald J.; Maleczka, Robert E. (2007). "Triethylsilane". Encyclopedia of Reagents for Organic Synthesis. doi:10.1002/9780470842898.rt226.pub2. ISBN 978-0471936237.
- Brookhart, M.; Grant, B. E. (1993). "Mechanism of a cobalt(III)-catalyzed olefin hydrosilation reaction: Direct evidence for a silyl migration pathway". Journal of the American Chemical Society. 115 (6): 2151–2156. doi:10.1021/ja00059a008.