1,1'-(Ethyne-1,2-diyl)bis[4-(phenylethynyl)benzene]

Base Information

• Chemical Name: 1,1'-(Ethyne-1,2-diyl)bis[4-(phenylethynyl)benzene]
• CAS No.: 106785-01-7
• Molecular Formula: C30H18
• Molecular Weight: 378.473
• DSSTox Substance ID: DTXSID10573078
• Nikkaji Number: J1.522.645E
• Wikidata: Q82461662
• Mol file: 106785-01-7.mol

Synonyms:106785-01-7;DTXSID10573078;1,1'-(Ethyne-1,2-diyl)bis[4-(phenylethynyl)benzene]

Chemical Property of 1,1'-(Ethyne-1,2-diyl)bis[4-(phenylethynyl)benzene]

Chemical Property:

• XLogP3: 8.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 6
• Exact Mass: 378.140850574
• Heavy Atom Count: 30
• Complexity: 655

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC2=CC=C(C=C2)C#CC3=CC=C(C=C3)C#CC4=CC=CC=C4

Technology Process of 1,1'-(Ethyne-1,2-diyl)bis[4-(phenylethynyl)benzene]

There total 18 articles about 1,1'-(Ethyne-1,2-diyl)bis[4-(phenylethynyl)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: 99.0%

1-iodo-4-phenylethynyl-benzene (1849-28-1) + trimethylsilylacetylene (1066-54-2) → 4,4'-bis(phenylethynyl)diphenylethyne (106785-01-7)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In water; toluene; at 20 ℃; for 24h; Inert atmosphere;

DOI:10.1039/c5tc02298c

Reference yield: 67.0%

2-Methyl-4-phenyl-3-butyn-2-ol (1719-19-3) + 1,2-bis(4-bromophenyl)acetylene (2789-89-1) → 1,4-diphenyl-1,3-butadiyne (886-66-8) + 4,4'-bis(phenylethynyl)diphenylethyne (106785-01-7)

Guidance literature:

With sodium hydroxide; copper(l) iodide; tetra-(n-butyl)ammonium iodide; bis-triphenylphosphine-palladium(II) chloride; In toluene; at 80 ℃; for 24h;

DOI:10.1021/jo001538q

Reference yield: 47.0%

1,2-bis(4-bromophenyl)acetylene (2789-89-1) + phenylacetylene (536-74-3) → 4,4'-bis(phenylethynyl)diphenylethyne (106785-01-7) + 1-(4-bromophenylethynyl)-4-phenylethynylbenzene

Guidance literature:

With diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 80 ℃; for 12h;

DOI:10.1002/adsc.200404014

upstream raw materials:

α,α'-dibromo-4,4'-bis-(α,β-dibromo-phenethyl)-bibenzyl

2-Methyl-4-phenyl-3-butyn-2-ol

1,2-bis(4-bromophenyl)acetylene

phenylacetylene

Downstream raw materials:

4,4'-bis(phenylglyoxaloyl)benzil