Triethylsilane
Identifiers | ||||
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3D model (JSmol)
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ChemSpider | ||||
ECHA InfoCard | 100.009.579 | |||
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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 labelling: | ||||
class="wikitable collapsible" style="min-width: 50em;" | ||||
Pictogram | Code | Symbol description | Image link | |
GHS01 | {{GHS exploding bomb}} | Image:GHS-pictogram-explos.svg | Explosive | |
GHS02 | {{GHS flame}} | Image:GHS-pictogram-flamme.svg | ||
GHS03 | {{GHS flame over circle}} | Image:GHS-pictogram-rondflam.svg | ||
GHS04 | {{GHS gas cylinder}} | Image:GHS-pictogram-bottle.svg | ||
GHS05 | {{GHS corrosion}} | Image:GHS-pictogram-acid.svg | Corrosive | |
GHS06 | {{GHS skull and crossbones}} | Image:GHS-pictogram-skull.svg | Accute Toxic | |
GHS07 | {{GHS exclamation mark}} | Image:GHS-pictogram-exclam.svg | Irritant | |
GHS08 | {{GHS health hazard}} | Image:GHS-pictogram-silhouette.svg | Health Hazard | |
GHS09 | {{GHS environment}} | Image:GHS-pictogram-pollu.svg | Environment |
See also
- {{H-phrases}}
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- Category:GHS templates
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| Danger
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| H225, H412[2]
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| P210, P273[2]
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| Flash point | −2.99 °C (26.62 °F; 270.16 K) closed cup[2]
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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.[citation needed]
- 3 C2H4 + SiH4 → (C2H5)3SiH
References
- ^ "Globally Harmonized System of Classification and Labelling of Chemicals" (pdf). 2021. Annex 3: Codification of Statements and Pictograms (pp 268–385).
- ^ a b c Sigma-Aldrich Co., Triethylsilane. Retrieved on 2015-01-30.
- 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
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: CS1 maint: multiple names: authors list (link). - 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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