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Triethylsilane

Triethylsilane is the organosilicon compound with the formula (C2H5)3SiH. It is a trialkylsilane. The Si-H bond is reactive. This colorless liquid is used in organic synthesis as a reducing agent and as a precursor to silyl ethers.[2] As one of the simplest trialkylsilanes that is a liquid at room temperature, triethylsilane is often used in studies of hydrosilylation catalysis.[3]

Triethylsilane
Names
Preferred IUPAC name
Triethylsilane
Identifiers
  • 617-86-7 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 11555
ECHA InfoCard 100.009.579
EC Number
  • 210-535-3
  • 12052
UNII
  • 0F9429873L Y
  • DTXSID20870702
  • InChI=1S/C6H16Si/c1-4-7(5-2)6-3/h7H,4-6H2,1-3H3
    Key: AQRLNPVMDITEJU-UHFFFAOYSA-N
  • CC[SiH](CC)CC
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:
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).
Y verify (what is YN ?)

Additional reading edit

  • 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{{cite journal}}: 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.

References edit

  1. ^ a b c Sigma-Aldrich Co., Triethylsilane. Retrieved on 2015-01-30.
  2. ^ 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.
  3. ^ 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.

triethylsilane, organosilicon, compound, with, formula, c2h5, 3sih, trialkylsilane, bond, reactive, this, colorless, liquid, used, organic, synthesis, reducing, agent, precursor, silyl, ethers, simplest, trialkylsilanes, that, liquid, room, temperature, trieth. Triethylsilane is the organosilicon compound with the formula C2H5 3SiH It is a trialkylsilane The Si H bond is reactive This colorless liquid is used in organic synthesis as a reducing agent and as a precursor to silyl ethers 2 As one of the simplest trialkylsilanes that is a liquid at room temperature triethylsilane is often used in studies of hydrosilylation catalysis 3 Triethylsilane Names Preferred IUPAC name Triethylsilane Identifiers CAS Number 617 86 7 Y 3D model JSmol Interactive image ChemSpider 11555 ECHA InfoCard 100 009 579 EC Number 210 535 3 PubChem CID 12052 UNII 0F9429873L Y CompTox Dashboard EPA DTXSID20870702 InChI InChI 1S C6H16Si c1 4 7 5 2 6 3 h7H 4 6H2 1 3H3Key AQRLNPVMDITEJU UHFFFAOYSA N SMILES CC SiH CC CC 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 C75 hPa at 38 C126 hPa at 50 C Hazards GHS labelling Pictograms Signal word Danger Hazard statements H225 H412 1 Precautionary statements 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 Y verify what is Y N Infobox referencesAdditional reading editRichard 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 a href Template Cite journal html title Template Cite journal cite journal a 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 Uber Siliziumpropylverbindungen Ber 14 1873 Charles A Kraus amp Walter K Nelson 1934 The Chemistry of the Triethylsilicyl Group J Am Chem Soc 56 1 195 202 doi 10 1021 ja01316a062 References edit a b c Sigma Aldrich Co Triethylsilane Retrieved on 2015 01 30 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 Retrieved from https en wikipedia org w index php title Triethylsilane amp oldid 1096741127, wikipedia, wiki, book, books, library,

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