Diethoxydimethylsilane

Base Information

• Chemical Name: Diethoxydimethylsilane
• CAS No.: 78-62-6
• Deprecated CAS: 202756-41-0
• Molecular Formula: C6H16O2Si
• Molecular Weight: 148.277
• Hs Code.: 29319090
• European Community (EC) Number: 201-127-6
• NSC Number: 77085
• UN Number: 2380
• UNII: I3931J3ZJ2
• DSSTox Substance ID: DTXSID6052538
• Nikkaji Number: J36.477K
• Wikipedia: Dimethyldiethoxysilane
• Wikidata: Q424884
• Metabolomics Workbench ID: 132016
• ChEMBL ID: CHEMBL3561087
• Mol file: 78-62-6.mol

Synonyms:Diethoxydimethylsilane;78-62-6;Dimethyldiethoxysilane;Diethoxy(dimethyl)silane;Silane, diethoxydimethyl-;Dimethyl-diethoxysilan;Dimethylsilicondiethoxide;Dimethyl-diethoxysilan [Czech];CCRIS 1321;KBE 22;dimethyl diethoxy silane;EINECS 201-127-6;NSC 77085;UN2380;BRN 1736110;UNII-I3931J3ZJ2;DTXSID6052538;I3931J3ZJ2;NSC-77085;4-04-00-04101 (Beilstein Handbook Reference);118529-50-3;C6H16O2Si;diethoxyldimethylsilane;Silano, dietoxidimetil-;Diethoxydimethylsilane, 97%;SCHEMBL64126;SILANE,DIETHOXY,DIMETHYL;EXP-49;CHEMBL3561087;DTXCID7031111;AMY22293;NSC77085;Tox21_303834;WLN: 2O-SI-1&1&O2;CD5600;MFCD00009068;NA2380;AKOS008901253;UN 2380;CAS-78-62-6;NCGC00357107-01;LS-145179;D0454;FT-0624763;FT-0625130;Diethoxydimethylsilane, purum, >=97.0% (GC);S07125;Q424884;Dimethyldiethoxysilane [UN2380] [Flammable liquid];J-520257;Dimethyldiethoxysilane [UN2380] [Flammable liquid]

Chemical Property of Diethoxydimethylsilane

Chemical Property:

• Appearance/Colour: Colorless clear liquid
• Vapor Pressure: 24mmHg at 25°C
• Melting Point: -97 °C
• Refractive Index: n20/D 1.381(lit.)
• Boiling Point: 114 °C at 760 mmHg
• Flash Point: 11.7 °C
• PSA: 18.46000
• Density: 0.842 g/cm³
• LogP: 1.76120
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Water Solubility.: may decompose
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 148.091956283
• Heavy Atom Count: 9
• Complexity: 65.5
• Transport DOT Label: Flammable Liquid

Purity/Quality:

98% ^*data from raw suppliers

Diethoxydimethylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xi
• Hazard Codes: F,Xi,Xn
• Statements: 11-36/38-20
• Safety Statements: 26-36-16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCO[Si](C)(C)OCC
• Uses: Diethoxydimethylsilane may be used to modify epoxy resin6 and the surfaces of pure silica and Pd/SiO2 hydrogen gas sensors. Surface modification results in enhanced gas sensing properties of the sensors. It may be used as a precursor for the synthesis of ultrafine SiC powder. Diethoxydimethylsilane is an intermediate silane useful for blocking hydroxyl and amino groups in organic synthesis reactions. This silylating step allows subsequent reactions to be carried out which would be adversely affected by the presence of active hydrogen in the hydroxyl or amine groups. Following the reaction step, hydroxyl or amine groups blocked with diethoxydimethylsilane may be recovered by a hydrolysis procedure. It is also used for preparing hydrophobic and release materials as well as enhancing flow of powders. Studies report its use as a precursor for ORMOSIL (Organically modified SILicates) and thin a-SiOxCyHz films. Diethoxydimethylsilane is useful for blocking hydroxyl and amino groups in organic synthesis reactions. This silylating step allows subsequent reactions to be carried out which would be adversely affected by the presence of active hydrogen in the hydroxyl or amine groups. Following the reaction step, hydroxyl or amine groups blocked with diethoxydimethylsilane may be recovered by a hydrolysis procedure. It is also used for preparing hydrophobic and release materials as well as enhancing flow of powders.

Technology Process of Diethoxydimethylsilane

There total 62 articles about Diethoxydimethylsilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

ethanol (64-17-5) + dodecamethylcyclohexasilane (4098-30-0) → diethoxy dimethylsilane (78-62-6)

Guidance literature:

dodecamethylcyclohexasilane; With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

With hydrogen; C₆₂H₅₁N₂Ni₂^(1-)*K⁽¹⁺⁾*2C₄H₁₀O₂; In tetrahydrofuran; at 45 ℃; for 24h; under 1500.15 Torr; Schlenk technique;

ethanol; In tetrahydrofuran; at -40 - 20 ℃; for 4h; Schlenk technique;

DOI:10.1002/anie.201907525

Reference yield: 70.3%

ethanol (64-17-5) + dimethylsilicon dichloride (75-78-5,30107-43-8) → diethoxy dimethylsilane (78-62-6)

Guidance literature:

With urea; at 20 - 25 ℃; for 4h;

Reference yield: 65.0%

bis(ethylmercapto)dimethylsilane (7595-34-8) + 2-ethoxy-4,4,6-trimethyl-[1,3]dioxane (82409-56-1) → diethoxy dimethylsilane (78-62-6) + 2,2,4,4,6-Pentamethyl-1,3-dioxa-2-silacyclohexane (77181-39-6)

Guidance literature:

With sulfuric acid; In toluene; at 40 ℃; for 8h; Yield given;

upstream raw materials:

methyl magnesium iodide

tetraethoxy orthosilicate

methylene chloride

methylmagnesium bromide

Downstream raw materials:

dimethyl-di-n-butylsilane

3,3'-dimethyl-4,4'-dimethylsilanediyl-di-phenol

Dimethyl-bis-p-tolyloxy-silan

2,2,4,4,5,5-hexamethyl-1,3-dioxa-2-silacyclopentane

Refernces

• 1、 Putro, Wahyu S.,Ikeda, Akira,Shigeyasu, Shinji,Hamura, Satoshi,Matsumoto, Seiji,Lee, Vladimir Ya.,Choi, Jun-Chul,Fukaya, Norihisa. "Sustainable Catalytic Synthesis of Diethyl Carbonate". . p. 842 - 846. Retrieved 2020/12/07.
• 2、 Docherty, Jamie H.,Dominey, Andrew P.,Thomas, Stephen P.. "Nucleophile induced ligand rearrangement reactions of alkoxy- and arylsilanes". . p. 3330 - 3335. Retrieved 2019/05/10.