Triethoxy(phenylethynyl)silane

Base Information

• Chemical Name: Triethoxy(phenylethynyl)silane
• CAS No.: 18402-75-0
• Molecular Formula: C14H20O3Si
• Molecular Weight: 264.397
• DSSTox Substance ID: DTXSID10523710
• Nikkaji Number: J2.208.174H
• Wikidata: Q82389999
• Mol file: 18402-75-0.mol

Synonyms:Triethoxy(phenylethynyl)silane;18402-75-0;SCHEMBL6562820;DTXSID10523710

Chemical Property of Triethoxy(phenylethynyl)silane

Chemical Property:

• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 264.11817103
• Heavy Atom Count: 18
• Complexity: 269

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCO[Si](C#CC1=CC=CC=C1)(OCC)OCC

Technology Process of Triethoxy(phenylethynyl)silane

There total 10 articles about Triethoxy(phenylethynyl)silane 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: 95.0%

chlorotriethoxysilane (4667-99-6) + phenylacetylene (536-74-3) → 1-triethoxysilyl-2-phenylacetylene (18402-75-0)

Guidance literature:

phenylacetylene; With n-butyllithium; In tetrahydrofuran; hexane; at -70 - 20 ℃;

chlorotriethoxysilane; In tetrahydrofuran; hexane; at 0 - 20 ℃; Further stages.;

DOI:10.1002/chem.200500542

Reference yield: 95.0%

chlorotriethoxysilane (4667-99-6) + lithium phenylacetylide (4440-01-1) → 1-triethoxysilyl-2-phenylacetylene (18402-75-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃;

DOI:10.1039/b403491k

Reference yield: 95.0%

Triethoxysilane (998-30-1) + phenylacetylene (536-74-3) → 1-triethoxysilyl-2-phenylacetylene (18402-75-0)

Guidance literature:

phenylacetylene; With C₅₁H₅₈ErN₃O₂Si; In toluene; for 0.0833333h; Inert atmosphere; Sealed tube; Schlenk technique;

Triethoxysilane; In toluene; at 150 ℃; for 34h; Reagent/catalyst; Time; Temperature; Catalytic behavior; Inert atmosphere; Sealed tube; Schlenk technique;

DOI:10.1021/acs.inorgchem.0c01902

upstream raw materials:

phenylethynylmagnesium bromide

tetraethoxy orthosilicate

Triethoxysilane

phenylacetylene

Downstream raw materials:

(E)-2-(1,4-diphenylbut-1-en-3-yn-1-yl)tetrahydrofuran

2-phenylbenzofuran

diphenyl acetylene

1-(4-methoxyphenyl)-3-phenylprop-2-yn-1-ol

Refernces

• 1、 Guo, Dianjun,Huang, Zeming,Pan, Mengke,Sheng, Tian,Wang, Shaowu,Zha, Ling,Zhou, Shuangliu,Zhu, Xiancui. "Dehydrogenative Coupling of Terminal Alkynes with O/N-Based Monohydrosilanes Catalyzed by Rare-Earth Metal Complexes". supporting information. p. 14152 - 14161. Retrieved 2020/10/09.
• 2、 Pascu,Liautard,Vaultier,Pucheault,Aymonier. "Catalysed stereodivergent hydrosilylation with Onium Salts stabilised M(0) nanocatalysts prepared in scCO2". . p. 59953 - 59960. Retrieved 2015/02/19.