Triethylsilane
From Wikipedia, the free encyclopedia
| Triethylsilane | |
|---|---|
 |
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| Identifiers | |
| CAS number | 617-86-7  |
| Properties | |
| Molecular formula | C6H16Si |
| Molar mass | 116.28 g/mol |
| Appearance | colorless liquid |
| Density | 0.728 g/mL |
| Melting point |
-156.1 °C, 117 K, -249 °F |
| Boiling point |
107-108 °C |
| Solubility in water | insoluble in water |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 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.
[edit] 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
[edit] References
- 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 ", Org. Synth. 75: 78, http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=v75p0078
- 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 ", Org. Synth. 77: 78, http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=v77p0078
- Pape C. (1881). "Über Siliziumpropylverbindungen". Ber 14: 1873. http://gallica.bnf.fr/ark:/12148/bpt6k906939/f283.chemindefer.
- Charles A. Kraus and Walter K. Nelson (1934). "The Chemistry of the Triethylsilicyl Group". J. Am. Chem. Soc. 56 (1): 195–202. doi:10.1021/ja01316a062.
