({2-[(2-bromophenyl)ethynyl]phenyl}ethynyl)trimethylsilane

Base Information

• Chemical Name: ({2-[(2-bromophenyl)ethynyl]phenyl}ethynyl)trimethylsilane
• CAS No.: 1337901-90-2
• Molecular Formula: C₁₉H₁₇BrSi
• Molecular Weight: 353.333
• Mol file: 1337901-90-2.mol

Synonyms:({2-[(2-bromophenyl)ethynyl]phenyl}ethynyl)trimethylsilane

Chemical Property of ({2-[(2-bromophenyl)ethynyl]phenyl}ethynyl)trimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ({2-[(2-bromophenyl)ethynyl]phenyl}ethynyl)trimethylsilane

There total 1 articles about ({2-[(2-bromophenyl)ethynyl]phenyl}ethynyl)trimethylsilane 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%

2-bromo-1-ethynylbenzene (766-46-1) + 1-iodo-2-ethynylbenzene (137648-47-6) → ({2-[(2-bromophenyl)ethynyl]phenyl}ethynyl)trimethylsilane (1337901-90-2)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jo2018119

Reference yield: 94.0%

({2-[(2-bromophenyl)ethynyl]phenyl}ethynyl)trimethylsilane (1337901-90-2) → ({2-[(2-iodophenyl)ethynyl]phenyl}ethynyl)trimethylsilane

Guidance literature:

({2-[(2-bromophenyl)ethynyl]phenyl}ethynyl)trimethylsilane; With n-butyllithium; In diethyl ether; hexane; at -78 ℃; for 1h; Inert atmosphere;

With iodine; In diethyl ether; hexane; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jo2018119

Reference yield:

({2-[(2-bromophenyl)ethynyl]phenyl}ethynyl)trimethylsilane (1337901-90-2) → 2-({2-[(2-{[2-({2-[(trimethylsilyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}phenyl)ethynyl]phenyl}ethynyl)aniline (1337901-94-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / diethyl ether; hexane / 1 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 3 h / 20 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C

4.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 5.5 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; n-butyllithium; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; diethyl ether; hexane; 2.1: Sonogashira coupling / 4.1: Sonogashira coupling;

DOI:10.1021/jo2018119

upstream raw materials:

2-bromo-1-ethynylbenzene

1-iodo-2-ethynylbenzene

Downstream raw materials:

2-({2-[(2-ethynylphenyl)ethynyl]phenyl}ethynyl)aniline

4-{[2-({2-[(2-aminophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}benzonitrile

2-{[2-({2-[(4-chlorophenyl)ethynyl]phenyl}ethynyl)phenyl]ethynyl}aniline

2-[(2-{[2-(phenylethynyl)phenyl]ethynyl}phenyl)ethynyl]aniline

Refernces