Triethoxysilane

Triethoxysilane is an organosilicon compound with the formula HSi(OC2H5)3. It is a colourless liquid used in precious metal-catalysed hydrosilylation reactions. The resulting triethoxysilyl groups are often valued for attachment to silica surfaces.[1] Compared to most compounds with Si-H bonds, triethoxysilane exhibits relatively low reactivity. Like most silyl ethers, triethoxysilane is susceptible to hydrolysis. As reducing agent, triethoxysilane can for example be used in reduction of amides, reduction of carbonyl compounds in the presence of cobalt(II) chloride as catalyst, Cu-catalyzed reductive hydroxymethylation of styrenes, and Rh-catalyzed hydrodediazoniation. [2]

Triethoxysilane
Names
Preferred IUPAC name
Triethoxysilane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.012.409
EC Number
  • 213-650-7
UNII
  • InChI=1S/C6H16O3Si/c1-4-7-10(8-5-2)9-6-3/h10H,4-6H2,1-3H3
    Key: QQQSFSZALRVCSZ-UHFFFAOYSA-N
  • InChI=1/C6H16O3Si/c1-4-7-10(8-5-2)9-6-3/h10H,4-6H2,1-3H3
    Key: QQQSFSZALRVCSZ-UHFFFAOYAP
  • O(CC)[SiH](OCC)OCC
Properties
C6H16O3Si
Molar mass 164.276 g·mol−1
Appearance colourless liquid
Density 0.89 g/cm3
Boiling point 134–135 °C (273–275 °F; 407–408 K)
organic solvents
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Applications

Compounds based on triethoxysilane might be used in fluoride varnish.[3]

References
  1. Robert J. P. Corriu, Christian Guérin, Karl A. Scheidt, Robert B. Lettan II, George Nikonov, Lidia Yunnikova "Triethoxysilane" e-EROS Encyclopedia of Reagents for Organic Synthesis 2001 John Wiley & Sons doi:10.1002/047084289X.rt215.pub3
  2. "Triethoxysilane".
  3. US9926339B2, Fujita, Masato; Takano, Daisuke & Uotani, Masakazu et al., "Fluorine-containing silane compound", issued 2018-03-27
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