Pentaethynylbenzene

Base Information

• Chemical Name: Pentaethynylbenzene
• CAS No.: 70603-32-6
• Molecular Formula: C₁₆H₆
• Molecular Weight: 198.224
• DSSTox Substance ID: DTXSID901307533
• Mol file: 70603-32-6.mol

Synonyms:pentaethynylbenzene;1,2,3,4,5-pentaethynylbenzene;DTXSID901307533;70603-32-6

Chemical Property of Pentaethynylbenzene

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 5
• Exact Mass: 198.0469501914
• Heavy Atom Count: 16
• Complexity: 473

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Pentaethynylbenzene

There total 3 articles about Pentaethynylbenzene 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:

pentakis((trimethylsilyl)ethynyl)benzene (113705-23-0) → pentaethynyl-benzene (70603-32-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 0.25h;

DOI:10.1002/anie.202004454

Reference yield:

2-Methyl-4-[2,3,5,6-tetrakis-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-but-3-yn-2-ol (70603-28-0) → pentaethynyl-benzene (70603-32-6)

Guidance literature:

With potassium hydroxide; at 200 - 220 ℃; under 1 Torr;

DOI:10.1007/BF00923584

Reference yield:

1,2,3,4,5,6-Hexakis-[3-(1-ethoxy-ethoxy)-3-methyl-but-1-ynyl]-benzene (70603-29-1) → pentaethynyl-benzene (70603-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HCl

2: KOH / 200 - 220 °C / 1 Torr

With hydrogenchloride; potassium hydroxide;

DOI:10.1007/BF00923584

upstream raw materials:

2-Methyl-4-[2,3,5,6-tetrakis-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl]-but-3-yn-2-ol

1,2,3,4,5,6-Hexakis-[3-(1-ethoxy-ethoxy)-3-methyl-but-1-ynyl]-benzene

pentakis((trimethylsilyl)ethynyl)benzene

Refernces