CAS 998-30-1: Triethoxysilane

Triethoxysilane is raw material for synthesis of silane addition agent and silicon oil. It is used as a reducing agent. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Triethoxysilane is a chemical compound with the formula Si(OEt) 3. It is a colorless liquid that reacts with water to form silicic acid and methanol. Triethoxysilane is used in the production of silicone polymers, resins and elastomers, as well as silicon-based semiconductors. The reaction mechanism for triethoxysilane is not completely understood, but it is thought to be an example of a Langmuir adsorption isotherm. The hydroxyl group on triethoxysilane reacts with fatty acids to produce a variety of esters. This process can be accelerated by adding hydrochloric acid or an inorganic acid such as sulfuric acid or phosphoric acid. Triethoxysilane also has hydrogen bonding properties with other molecules, forming complexes with copper ions or electrochemical impedance spectroscopy (EIS). These complexes are stable under basic conditions, but decom

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Tri-substituted Silane Reducing Agent Organosilanes are hydrocarbon-like and possess the ability to serve as both ionic and free-radical reducing agents. These reagents and their reaction by-products are safer and more easily handled and disposed than many other reducing agents. The metallic nature of silicon and its low electronegativity relative to hydrogen lead to polarization of the Si-H bond yielding a hydridic hydrogen and a milder reducing agent compared to aluminum-, boron-, and other metal-based hydrides. A summary of some key silane reductions are presented in Table 1 of the Silicon-Based Reducing Agents brochure. Triethoxysilane; Silicon triethoxide; Triethoxysilylhydride CAUTION: VAPORS CAUSE BLINDNESS - GOGGLES MUST BE WORNDISPROPORTIONATES IN PRESENCE OF BASE TO PYROPHORIC PRODUCTSContains trace Si-Cl for stabilityΔHcomb: -4,604 kJ/molΔHform: 925 kJ/molΔHvap: 175.4 kJ/molSurface tension: 22.3 mN/mVapor pressure, 20 °C: 20.2 mmCritical temperature: 244 °CDipole moment: 1.78 debyeHydrosilylates olefins in presence of PtUsed to convert alkynes to (E)-alkenes via hydrosilylation-desilylationReduces amides to amines in the presence of Zn(OAc)2Used in the reduction of phosphine oxides to phosphinesReduces esters in the presence of zinc hydride catalystReduces aldehydes and ketones to alcohols via the silyl ethers in presence of fluoride ionGives 1,2 reduction of enones to allyl alcoholsExtensive review of silicon based reducing agents: Larson, G.; Fry, J. L. "Ionic and Organometallic-Catalyzed Organosilane Reductions", Wipf, P., Ed.; Wiley, 2007