Silane, [(4-ethenylphenyl)ethynyl]trimethyl-

Base Information

• Chemical Name: Silane, [(4-ethenylphenyl)ethynyl]trimethyl-
• CAS No.: 135005-24-2
• Molecular Formula: C13H16Si
• Molecular Weight: 200.356
• Mol file: 135005-24-2.mol

Synonyms:

Chemical Property of Silane, [(4-ethenylphenyl)ethynyl]trimethyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Silane, [(4-ethenylphenyl)ethynyl]trimethyl-

There total 7 articles about Silane, [(4-ethenylphenyl)ethynyl]trimethyl- 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: 100.0%

1-bromo-4-ethenyl-benzene (2039-82-9) + trimethylsilylacetylene (1066-54-2) → [(4-ethenylphenyl)ethynyl]trimethylsilane (135005-24-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; at 50 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201612585

Reference yield: 81.0%

triphenylphosphine hydrogen iodide (6396-08-3,139618-18-1) + 4-[(trimethylsilyl)ethynyl]bezaldehyde (77123-57-0) → [(4-ethenylphenyl)ethynyl]trimethylsilane (135005-24-2)

Guidance literature:

triphenylphosphine hydrogen iodide; With n-butyllithium; In tetrahydrofuran; hexane; at -10 - 20 ℃; for 1.5h;

4-[(trimethylsilyl)ethynyl]bezaldehyde; In tetrahydrofuran; hexane; at -20 - 20 ℃;

DOI:10.1021/jo061481t

Reference yield: 70.0%

1-bromo-4-ethenyl-benzene (2039-82-9) + trimethylsilylacetylene (1066-54-2) → [(4-ethenylphenyl)ethynyl]trimethylsilane (135005-24-2) + (E)-1-(4-vinylphenyl)-2,4-bis(trimethylsilyl)but-1-en-3-yne

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In toluene; at 110 ℃; for 24h; stereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tet.2018.09.013

upstream raw materials:

1-bromo-4-ethenyl-benzene

trimethylsilylacetylene

triphenylphosphine hydrogen iodide

4-[(trimethylsilyl)ethynyl]bezaldehyde

Downstream raw materials:

4-ethynylstyrene

(2-(4-ethylphenyl)ethynyl)trimethylsilane

(Z)-3-acetyl-4-(4-ethenylphenyl)-2,4-pentadien-2-ol

ethoxy(di-(1-methylethyl))-2-[4-[(E)-2-(ethoxydimethylsilyl)ethenyl]phenyl]ethenylsilane

Refernces

• 1、 Dasgupta, Ayan,Stefkova, Katarina,Babaahmadi, Rasool,Yates, Brian F.,Buurma, Niklaas J.,Ariafard, Alireza,Richards, Emma,Melen, Rebecca L.. "Site-Selective Csp3-Csp/Csp3-Csp2Cross-Coupling Reactions Using Frustrated Lewis Pairs". supporting information. p. 4451 - 4464. Retrieved 2021/04/07.
• 2、 -. "Method for synthesizing alkyne through catalytic asymmetric cross coupling (by machine translation)". Paragraph 0171-0173; 0175-0177. . Retrieved 2020/01/12.