3-Nitro-2-(phenylethynyl)pyridine

Base Information

• Chemical Name: 3-Nitro-2-(phenylethynyl)pyridine
• CAS No.: 947330-58-7
• Molecular Formula: C13H8 N2 O2
• Molecular Weight: 224.219
• DSSTox Substance ID: DTXSID70587858
• Wikidata: Q82480341
• Mol file: 947330-58-7.mol

Synonyms:3-Nitro-2-(phenylethynyl)pyridine;947330-58-7;3-nitro-2-(2-phenylethynyl)pyridine;DTXSID70587858

Chemical Property of 3-Nitro-2-(phenylethynyl)pyridine

Chemical Property:

• Vapor Pressure: 3.09E-06mmHg at 25°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 224.058577502
• Heavy Atom Count: 17
• Complexity: 330

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C#CC2=C(C=CC=N2)[N+](=O)[O-]

Technology Process of 3-Nitro-2-(phenylethynyl)pyridine

There total 3 articles about 3-Nitro-2-(phenylethynyl)pyridine 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: 84.0%

2-Chloro-3-nitropyridine (5470-18-8,34515-82-7) + phenylacetylene (536-74-3) → 3-nitro-2-(phenylethynyl)pyridine (947330-58-7)

Guidance literature:

With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1080/00397910701397359

Reference yield: 82.0%

phenylacetylene (536-74-3) → 3-nitro-2-(phenylethynyl)pyridine (947330-58-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 40 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201200100

Reference yield:

phenylacetylene (536-74-3) + 2-iodo-3-nitropyridine (209286-96-4) → 3-nitro-2-(phenylethynyl)pyridine (947330-58-7)

Guidance literature:

2-iodo-3-nitropyridine; With bis-triphenylphosphine-palladium(II) chloride; triethylamine; at 20 ℃; for 0.166667h;

phenylacetylene; With copper(l) iodide; for 6h;

DOI:10.1039/c7ob01918a

upstream raw materials:

2-Chloro-3-nitropyridine

phenylacetylene

2-iodo-3-nitropyridine

Downstream raw materials:

2-(phenyethynyl)-3-pyridinylamine

2-phenyl-1H-pyrrolo[3,2-b]pyridine

2-phenyl-3H-pyrrolo[3,2-b]pyridin-3-one 1-oxide

(E)-2-styrylpyridin-3-amine