1,4-bis(4-ethoxyphenyl)buta-1,3-diyne

Base Information

• Chemical Name: 1,4-bis(4-ethoxyphenyl)buta-1,3-diyne
• CAS No.: 69374-85-2
• Molecular Formula: C₂₀H₁₈O₂
• Molecular Weight: 290.362
• Mol file: 69374-85-2.mol

Synonyms:1,4-bis(4-ethoxyphenyl)buta-1,3-diyne

Chemical Property of 1,4-bis(4-ethoxyphenyl)buta-1,3-diyne

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,4-bis(4-ethoxyphenyl)buta-1,3-diyne

There total 4 articles about 1,4-bis(4-ethoxyphenyl)buta-1,3-diyne 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: 90.0%

4-ethoxyphenylacetylene (79887-14-2) → 1,4-bis(4-ethoxyphenyl)buta-1,3-diyne (69374-85-2)

Guidance literature:

With piperidine; TPGS-750-M; copper(II) acetate monohydrate; In water; at 20 ℃; for 8h;

Reference yield:

1-ethoxy-4-iodobenzene (699-08-1) → 1,4-bis(4-ethoxyphenyl)buta-1,3-diyne (69374-85-2)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 45 °C

2: potassium carbonate / tetrahydrofuran; methanol / 20 °C

3: N,N,N,N,-tetramethylethylenediamine; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(l) chloride / acetonitrile / 20 °C

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; oxygen; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; copper(l) chloride; In tetrahydrofuran; methanol; acetonitrile; 1: Sonogashira coupling / 3: Glaser coupling;

DOI:10.1039/c2jm16002a

Reference yield:

1-ethoxy-4-[2-(trimethylsilyl)ethynyl]benzene (196599-73-2) → 1,4-bis(4-ethoxyphenyl)buta-1,3-diyne (69374-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / tetrahydrofuran; methanol / 20 °C

2: N,N,N,N,-tetramethylethylenediamine; oxygen; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(l) chloride / acetonitrile / 20 °C

With N,N,N,N,-tetramethylethylenediamine; oxygen; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(l) chloride; In tetrahydrofuran; methanol; acetonitrile; 2: Glaser coupling;

DOI:10.1039/c2jm16002a

upstream raw materials:

1-ethoxy-4-iodobenzene

4-ethoxyphenylacetylene

1-ethoxy-4-[2-(trimethylsilyl)ethynyl]benzene

Refernces

• 1、 Arakawa, Yuki,Nakajima, Shunpei,Ishige, Ryohei,Uchimura, Makoto,Kang, Sungmin,Konishi, Gen-Ichi,Watanabe, Junji. "Synthesis of diphenyl-diacetylene-based nematic liquid crystals and their high birefringence properties". . p. 8394 - 8398. Retrieved 2012/07/28.