Phenyl-(2-pyridin-3-ylphenyl)methanone

Base Information

• Chemical Name: Phenyl-(2-pyridin-3-ylphenyl)methanone
• CAS No.: 159429-52-4
• Molecular Formula: C₁₈H₁₃NO
• Molecular Weight: 259.307
• DSSTox Substance ID: DTXSID60434600
• Nikkaji Number: J626.544H
• Wikidata: Q82249060
• ChEMBL ID: CHEMBL139371
• Mol file: 159429-52-4.mol

Synonyms:Phenyl-(2-pyridin-3-ylphenyl)methanone;159429-52-4;phenyl(2-(pyridin-3-yl)phenyl)methanone;Phenyl[2-(pyridin-3-yl)phenyl]methanone;Methanone,phenyl[2-(3-pyridinyl)phenyl]-;2-(3-Pyridyl)benzophenone;CHEMBL139371;SCHEMBL13247844;DTXSID60434600;AKOS015911311;Phenyl-(2-pyridin-3-yl-phenyl)-methanone

Chemical Property of Phenyl-(2-pyridin-3-ylphenyl)methanone

Chemical Property:

• Melting Point: 106-106.5 °C
• Boiling Point: 467.365 °C at 760 mmHg
• PKA: 4.39±0.12(Predicted)
• Flash Point: 239.934 °C
• PSA: 29.96000
• Density: 1.147 g/cm³
• LogP: 3.97960
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 259.099714038
• Heavy Atom Count: 20
• Complexity: 321

Purity/Quality:

99% ^*data from raw suppliers

PHENYL-(2-PYRIDIN-3-YL-PHENYL)-METHANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)C2=CC=CC=C2C3=CN=CC=C3

Technology Process of Phenyl-(2-pyridin-3-ylphenyl)methanone

There total 7 articles about Phenyl-(2-pyridin-3-ylphenyl)methanone 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: 76.0%

o-bromobenzophenone (13047-06-8) + pyridin-3-ylmagnesium bromide (21970-14-9) → 2-(pyridin-3-yl)benzophenone (159429-52-4)

Guidance literature:

With 1-ethyl-2-pyrrolidinone; dmap; phosphonic acid diethyl ester; nickel dichloride; zinc dibromide; In tetrahydrofuran; at 50 ℃; for 3h;

DOI:10.1021/ol051615+

Reference yield: 76.0%

3-Bromopyridine (626-55-1,163928-56-1) + o-bromobenzophenone (13047-06-8) → 2-(pyridin-3-yl)benzophenone (159429-52-4)

Guidance literature:

3-Bromopyridine; With magnesium; In tetrahydrofuran;

With zinc dibromide; In tetrahydrofuran;

o-bromobenzophenone; With dmap; phosphonic acid diethyl ester; nickel dichloride; In tetrahydrofuran; at 50 ℃; for 3h;

DOI:10.1016/j.tet.2006.03.123

Reference yield:

2-(pyridin-3′-yl) benzoic acid (134363-45-4) → 2-(pyridin-3-yl)benzophenone (159429-52-4)

Guidance literature:

Multi-step reaction with 2 steps

1: oxalyl chloride / CH₂Cl₂ / 1 h

2: tris(dibenzylideneacetone)palladium / tetrahydrofuran / 4 h / Heating

With oxalyl dichloride; tris(dibenzylideneacetone)palladium; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm00051a013

upstream raw materials:

trimethyl(phenyl)stannane

2-Pyridin-3-yl-benzoyl chloride

o-bromobenzophenone

pyridin-3-ylmagnesium bromide

Refernces

• 1、 -. "Nickel or Iron Catalysed Carbon-Carbon Coupling Reaction of Arylenes, Alkenes and Alkines". Page/Page column 5-6. . Retrieved 2010/08/07.
• 2、 Edwards, Michael L.,Stemerick, David M.,Sabol, Jeffrey S.,Diekema, Keith A.,Dinerstein, Robert J.. "Inhibition of Myeloperoxidase Release from Rat Polymprphonuclear Leukocytes by a Series of Azachalcone Derivatives". . p. 4357 - 4362. Retrieved 2007/10/02.