1,2,4,5-Tetraethynylbenzene

Base Information

• Chemical Name: 1,2,4,5-Tetraethynylbenzene
• CAS No.: 70603-31-5
• Molecular Formula: C14H6
• Molecular Weight: 174.202
• DSSTox Substance ID: DTXSID90500120
• Nikkaji Number: J937.098F
• Wikidata: Q82351492
• Mol file: 70603-31-5.mol

Synonyms:1,2,4,5-Tetraethynylbenzene;70603-31-5;Benzene, 1,2,4,5-tetraethynyl-;1,2,4,5-tetra-ethynylbenzene;DTXSID90500120;MFCD30533936;AS-81970;CS-0110362;E81323;A902206

Chemical Property of 1,2,4,5-Tetraethynylbenzene

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 174.0469501914
• Heavy Atom Count: 14
• Complexity: 320

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C#CC1=CC(=C(C=C1C#C)C#C)C#C

Technology Process of 1,2,4,5-Tetraethynylbenzene

There total 6 articles about 1,2,4,5-Tetraethynylbenzene 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%

1,2,4,5-tetrakis((trimethylsilyl)ethynyl)benzene (98127-35-6) → 1,2,4,5-tetrakis(ethynyl)benzene (70603-31-5)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; methanol;

DOI:10.1002/chem.200900303

Reference yield: 69.0%

1,2,4,5-tetraiodobenzene (636-31-7) + trimethylsilylacetylene (1066-54-2) → 1,2,4,5-tetrakis(ethynyl)benzene (70603-31-5)

Guidance literature:

DOI:10.1039/c39830000502

Reference yield:

1,2,4,5-tetraiodobenzene (636-31-7) → 1,2,4,5-tetrakis(ethynyl)benzene (70603-31-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / PPh₃, CuI, piperidine / PdCl₂(PhCN)2 / triethylamine / 1.) 3 h, room temp.; 2.) 80 deg C, 2 h

2: 82 percent / KOH / diethyl ether; methanol

With piperidine; potassium hydroxide; copper(l) iodide; triphenylphosphine; bis(benzonitrile)palladium(II) dichloride; In methanol; diethyl ether; triethylamine;

DOI:10.1021/ja00306a013

upstream raw materials:

1,2,4,5-tetrakis((trimethylsilyl)ethynyl)benzene

1,2,4,5-tetraiodobenzene

trimethylsilylacetylene

2-Methyl-4-[2,4,5-tris-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-but-3-yn-2-ol

Downstream raw materials:

1,2,4,5-tetrakis(4'-tert-butyl-2'-ethynyl-phenylethynyl)benzene

1,2,4,5-tetrakis[[trans-iodobis(triethylphosphine)platinum]ethynyl]benzene

C₆₆H₇₈O₁₆