2,5-Diethynylpyridine

Base Information

• Chemical Name: 2,5-Diethynylpyridine
• CAS No.: 137000-75-0
• Molecular Formula: C9H5N
• Molecular Weight: 127.145
• European Community (EC) Number: 835-798-7
• DSSTox Substance ID: DTXSID00572333
• Nikkaji Number: J751.699A
• Wikidata: Q82460638
• Mol file: 137000-75-0.mol

Synonyms:2,5-DIETHYNYLPYRIDINE;137000-75-0;Pyridine, 2,5-diethynyl-;Pyridine,2,5-diethynyl-(9ci);SCHEMBL24435938;DTXSID00572333;MFCD11109672;AKOS006280809;AS-58204;CS-0199311;D4664;T70234;F2167-5074

Chemical Property of 2,5-Diethynylpyridine

Chemical Property:

• Melting Point: 90 °C
• PSA: 12.89000
• LogP: 1.04420
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 127.042199164
• Heavy Atom Count: 10
• Complexity: 199

Purity/Quality:

98%min ^*data from raw suppliers

2,5-Diethynylpyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CN=C(C=C1)C#C

Technology Process of 2,5-Diethynylpyridine

There total 3 articles about 2,5-Diethynylpyridine 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: 88.0%

2,5-bis[(trimethylsilyl)ethynyl]pyridine (172883-67-9) → 2,5-diethynyl pyridine (137000-75-0)

Guidance literature:

With tetrabutyl ammonium fluoride; water; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1039/c0cc01944e

Reference yield:

2,5-dibromopyridine (624-28-2) → 2,5-diethynyl pyridine (137000-75-0)

Guidance literature:

Multi-step reaction with 2 steps

1: Pd / tetrahydrofuran

2: K₂CO₃ / CH₂Cl₂; methanol

With potassium carbonate; palladium; In tetrahydrofuran; methanol; dichloromethane; 1: Sonogashira coupling;

DOI:10.1246/cl.2006.844

Reference yield:

4-[5-(3-hydroxy-3-methyl-but-1-ynyl)-pyridin-2-yl]-2-methyl-but-3-yn-2-ol → 2,5-diethynyl pyridine (137000-75-0)

Guidance literature:

With sodium hydroxide; In toluene; Yield given; Heating;

DOI:10.1021/jp973090b

upstream raw materials:

2,5-bis[(trimethylsilyl)ethynyl]pyridine

2,5-dibromopyridine

Downstream raw materials:

(AuPPh₃)C₂(2,5-pyridine)C₂(AuPPh₃)

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