1-phenyl-2-{2-(trimethylsilyl)ethynyl}benzene

Base Information

• Chemical Name: 1-phenyl-2-{2-(trimethylsilyl)ethynyl}benzene
• CAS No.: 147492-79-3
• Molecular Formula: C₁₇H₁₈Si
• Molecular Weight: 250.415
• Mol file: 147492-79-3.mol

Synonyms:1-phenyl-2-{2-(trimethylsilyl)ethynyl}benzene

Chemical Property of 1-phenyl-2-{2-(trimethylsilyl)ethynyl}benzene

Chemical Property:

Purity/Quality:

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Technology Process of 1-phenyl-2-{2-(trimethylsilyl)ethynyl}benzene

There total 1 articles about 1-phenyl-2-{2-(trimethylsilyl)ethynyl}benzene 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: 49.0%

2-Bromobiphenyl (2052-07-5) + ((trimethylsilyl)ethynyl)zinc(II) chloride (78389-87-4) → 1-phenyl-2-{2-(trimethylsilyl)ethynyl}benzene (147492-79-3)

Guidance literature:

2-Bromobiphenyl; ((trimethylsilyl)ethynyl)zinc(II) chloride; With n-butyllithium; In tetrahydrofuran; diethyl ether; hexane; at 0 ℃; for 0.5h;

With oxovanadium(V) ethoxydichloride; In tetrahydrofuran; diethyl ether; hexane; at 20 ℃; for 16h; Further stages.;

DOI:10.1021/jo9919106

Reference yield: 84.0%

Dibenzothiophene sulfoxide (1013-23-6) + trifluoromethylsulfonic anhydride (358-23-6) + 1-phenyl-2-{2-(trimethylsilyl)ethynyl}benzene (147492-79-3) → 5-([1,1'-biphenyl]-2-ylethynyl)-5H-dibenzo[b,d]thiophen-5-ium trifluoromethanesulfonate

Guidance literature:

Dibenzothiophene sulfoxide; trifluoromethylsulfonic anhydride; In dichloromethane; at -50 ℃; for 0.166667h; Schlenk technique; Inert atmosphere;

([1,1′-biphenyl]-2-ylethynyl)trimethylsilane; In dichloromethane; at -50 - 20 ℃; for 0.25h; Schlenk technique; Inert atmosphere;

DOI:10.1002/ejoc.202100323

Reference yield:

1-phenyl-2-{2-(trimethylsilyl)ethynyl}benzene (147492-79-3) → 1,4-di([1,1'-biphenyl]-2-yl)buta-1,3-diyne

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / methanol; tetrahydrofuran / 8 h / 20 °C / Inert atmosphere

2: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 8 h

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; 2: |Sonogashira Cross-Coupling;

DOI:10.1002/anie.201606330

upstream raw materials:

2-Bromobiphenyl

((trimethylsilyl)ethynyl)zinc(II) chloride

Downstream raw materials:

2-ethynyl-1,1'-biphenyl

Refernces