998-30-1 Usage
Description
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.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.
Physical properties
bp 134–135 °C; d 0.89 g cm?3.
Uses
Different sources of media describe the Uses of 998-30-1 differently. You can refer to the following data:
1. Triethoxysilane is useful reagent for the hydrosilylation of carbon–carbon multiple
bonds; reducing agent for carbonyl groups
2. Triethoxysilane is used in metal catalyzed hydrosilylation reactions.
Application
Reduces esters in the presence of zinc hydride catalyst.
Reduces aldehydes and ketones to alcohols via the silyl
ethers in presence of fluoride ion. Gives 1,2-reduction of
enones to allyl alcohols.
General Description
Liquid. Used as a reducing agent.
Air & Water Reactions
May become pyrophoric, by generation of silane
Reactivity Profile
Triethoxysilane has been involved in cases where Triethoxysilane has disproportionated, generating silane (SiH4) which has a history of being pyrophoric.
Health Hazard
Toxicity is similar to silanes. Silanes are moderately irritating to skin, eyes, and mucous membranes. Silane compounds are toxic.
Fire Hazard
When heated to decomposition, Triethoxysilane emits acrid smoke and fumes.
Flammability and Explosibility
Highlyflammable
Safety Profile
Poison by intravenous route.Moderately toxic by inhalation. Flammable liquid. Whenheated to decomposition it emits acrid smoke andirritating fumes.
Purification Methods
Fractionate it using a column packed with glass helices of ca 15 theoretical plates in an inert atmosphere. Store it in aliquots in sealed ampoules because it is sensitive to moisture. [Spauschus et al. J Am Chem Soc 72 1377 1950, MacKenzie et al. J Am Chem Soc 72 2032 1950, Havill et al. J Org Chem 13 280 1948, Beilstein 1 IV 1359.]
Check Digit Verification of cas no
The CAS Registry Mumber 998-30-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,9 and 8 respectively; the second part has 2 digits, 3 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 998-30:
(5*9)+(4*9)+(3*8)+(2*3)+(1*0)=111
111 % 10 = 1
So 998-30-1 is a valid CAS Registry Number.
InChI:InChI=1/C6H15O3Si/c1-4-7-10(8-5-2)9-6-3/h4-6H2,1-3H3
998-30-1Relevant articles and documents
How a Thermally Unstable Metal Hydrido Complex Can Yield High Catalytic Activity Even at Elevated Temperatures
Ehm, Christian,Krüger, Juliane,Lentz, Dieter
, p. 9305 - 9310 (2016)
Despite their instability in ethereal solvents, organotitanium hydride catalysts are successfully employed in catalysis at moderate to high temperatures (110 °C), even in the presence of alcohols. It is shown computationally (bond dissociation energy (BDE) analysis and energetic profile for regeneration) and experimentally (EPR studies and kinetic studies), with the specific example of hydrodefluorination (HDF), that despite the long standing belief, regeneration of Ti?H bonds from Ti?F bonds using silanes is endergonic. The resulting low concentration of Ti?H species is crucial for the catalytic stability of those systems. The resting state in the catalysis is a Ti?F species. The most promising silanes for regeneration are not the ones that have the strongest Si?F bond, but the ones that show the largest difference in Si?F and Si?H BDEs.
Calyciphylline B-Type Alkaloids: Total Syntheses of (-)-Daphlongamine H and (-)-Isodaphlongamine H
Hugelshofer, Cedric L.,Palani, Vignesh,Sarpong, Richmond
supporting information, p. 8431 - 8435 (2019/06/13)
The first total synthesis of the complex hexacylic Daphniphyllum alkaloid (-)-daphlongamine H has been accomplished. Key to the success of the strategy are a complexity-building Mannich reaction, efficient cyclizations, and a highly diastereoselective hydrogenation to assemble multigram quantities of the tricyclic core bearing four contiguous stereocenters. Following construction of the hydro-indene substructure by means of a Pauson-Khand reaction, endgame redox manipulations delivered the natural product. Importantly, the synthetic studies have also given access to (-)-isodaphlongamine H and led to a revision of the reported structure of deoxyisocalyciphylline B.
METHOD FOR PRODUCING HYDROSILANE
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Paragraph 0026, (2019/01/06)
PROBLEM TO BE SOLVED: To provide a method for producing hydrosilane capable of efficiently producing hydrosilane under mild conditions. SOLUTION: Provided is a method for producing hydrosilane where hydrosilane can be efficiently produced by reacting alkoxysilane having a structure represented by formula (a) with hydroborane and/or hydrogen under the presence of a complex with at least one kind of atom selected from the group consisting of a yttrium atom (Y), a zirconium atom (zr) and a hafnium atom (Hf) as a central metal(s)(in the formula (a), R denotes a 1 to 20C hydrocarbon group). SELECTED DRAWING: None COPYRIGHT: (C)2018,JPO&INPIT