6-Ethynylquinoxaline

Base Information

• Chemical Name: 6-Ethynylquinoxaline
• CAS No.: 442517-33-1
• Molecular Formula: C₁₀H₆N₂
• Molecular Weight: 154.171
• Hs Code.: 2933998090
• European Community (EC) Number: 641-212-9
• DSSTox Substance ID: DTXSID30594467
• Wikidata: Q82489299
• Mol file: 442517-33-1.mol

Synonyms:6-Ethynylquinoxaline;442517-33-1;Quinoxaline,6-ethynyl-;SCHEMBL738274;6-ethynylquinoxaline, AldrichCPR;DTXSID30594467;MFCD08435845;AKOS010651462;PS-6176;CS-0265597;EN300-99477;G45954;J-518695

Chemical Property of 6-Ethynylquinoxaline

Chemical Property:

• Vapor Pressure: 0.00472mmHg at 25°C
• Melting Point: 98 °C
• Refractive Index: 1.657
• Boiling Point: 285.8 °C at 760 mmHg
• Flash Point: 123.7 °C
• PSA: 25.78000
• Density: 1.2 g/cm³
• LogP: 1.61110
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 154.053098200
• Heavy Atom Count: 12
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

6-Ethynylquinoxaline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC2=NC=CN=C2C=C1

Technology Process of 6-Ethynylquinoxaline

There total 2 articles about 6-Ethynylquinoxaline 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%

6-(trimethylsilylethynyl)quinoxaline → 6-ethynylquinoxaline (442517-33-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.bmc.2016.03.042

Reference yield:

6-bromoquinoxaline (50998-17-9) → 6-ethynylquinoxaline (442517-33-1)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / tetrahydrofuran / 14 h / 20 °C / Inert atmosphere

2: potassium carbonate / methanol / 1 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; 1: |Sonogashira Cross-Coupling;

DOI:10.1016/j.bmc.2016.03.042

Reference yield: 80.0%

2-bromo-6-methylpyridine (5315-25-3) + 6-ethynylquinoxaline (442517-33-1) → 6-(6-methyl-pyridin-2-ylethynyl)-quinoxaline (442517-35-3)

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; at 55 ℃; for 10h;

DOI:10.1016/j.bmcl.2004.03.024

upstream raw materials:

6-bromoquinoxaline

Downstream raw materials:

6-(6-methyl-pyridin-2-ylethynyl)-quinoxaline

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