2-Cyano-4-phenylpyridine

Base Information

• Chemical Name: 2-Cyano-4-phenylpyridine
• CAS No.: 18714-16-4
• Molecular Formula: C12H8N2
• Molecular Weight: 180.209
• Hs Code.: 2933399090
• European Community (EC) Number: 626-343-1
• DSSTox Substance ID: DTXSID0066400
• Nikkaji Number: J422.026I
• Wikidata: Q72498524
• Mol file: 18714-16-4.mol

Synonyms:2-Cyano-4-phenylpyridine;4-phenylpyridine-2-carbonitrile;18714-16-4;4-Phenylpicolinonitrile;4-Phenyl-2-pyridinecarbonitrile;2-Pyridinecarbonitrile, 4-phenyl-;2-Pyridinecarbonitrile,4-phenyl-;SCHEMBL317097;DTXSID0066400;4-phenyl-pyridine-2-carbonitrile;tetraethylthiuram disulfide (tetd);AKOS023880231;4-Phenylpyridine-2-carbonitrile, 97%;TS-02524;CS-0333761;FT-0720248;A1-20075;J-012039

Chemical Property of 2-Cyano-4-phenylpyridine

Chemical Property:

• Vapor Pressure: 7.53E-05mmHg at 25°C
• Melting Point: 97-101 °C
• Refractive Index: 1.62
• Boiling Point: 342.4 °C at 760 mmHg
• Flash Point: 120.1 °C
• PSA: 36.68000
• Density: 1.17 g/cm³
• LogP: 2.62028
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 180.068748264
• Heavy Atom Count: 14
• Complexity: 222

Purity/Quality:

98%Min ^*data from raw suppliers

4-Phenylpyridine-2-carbonitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC(=NC=C2)C#N

Technology Process of 2-Cyano-4-phenylpyridine

There total 15 articles about 2-Cyano-4-phenylpyridine 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: 89.0%

4-Phenylpyridine 1-oxide (1131-61-9) + trimethylsilyl cyanide (7677-24-9) → 4-phenyl-pyridine-2-carbonitrile (18714-16-4)

Guidance literature:

With N,N-Dimethylcarbamoyl chloride; In Nitroethane; at 20 ℃; for 45h;

Reference yield: 86.0%

→ 4-phenyl-pyridine-2-carbonitrile (18714-16-4) + 4-phenyl-2-pyridinemethanamine (94413-67-9)

Guidance literature:

Reference yield: 85.0%

4-bromo-2-cyanopyridine (62150-45-2) + phenyllithium (591-51-5) → 4-phenyl-pyridine-2-carbonitrile (18714-16-4)

Guidance literature:

phenyllithium; With 3-butyl-1,1-dimethyl-1,3-dihydro-benzo[c][1,2]oxasilole; In tetrahydrofuran; dibutyl ether; at -78 - 20 ℃; for 1h; Inert atmosphere;

4-bromo-2-cyanopyridine; With copper(l) iodide; N-cyclohexyl-1-[2-(diphenylphosphanyl)phenyl]methanimine; palladium dichloride; In tetrahydrofuran; dibutyl ether; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ja2120103

upstream raw materials:

2-bromo-4-phenylpyridine

4-Phenylpyridine 1-oxide

trimethylsilyl cyanide

p-phenylpyridine

Downstream raw materials:

4-phenylpyridine-2-carboxamide oxime

3-(4-phenylpyridin-2-yl)-1,2,4-oxadiazol-5-one

phenyl(4-phenylpyridin-2-yl)methanimine

Refernces

• 1、 Fier, Patrick S.. "A Bifunctional Reagent Designed for the Mild, Nucleophilic Functionalization of Pyridines". . p. 9499 - 9502. Retrieved 2017/07/24.
• 2、 -. "SILICON-BASED CROSS COUPLING AGENTS AND METHODS OF THEIR USE". Paragraph 0049. . Retrieved 2014/01/08.