5-(4-Chlorophenyl)-2,2'-bipyridine

Base Information

• Chemical Name: 5-(4-Chlorophenyl)-2,2'-bipyridine
• CAS No.: 173960-44-6
• Molecular Formula: C16H11ClN2
• Molecular Weight: 266.72500
• ChEMBL ID: CHEMBL102963
• DSSTox Substance ID: DTXSID50467341
• Nikkaji Number: J2.143.637B
• Wikidata: Q82294267
• Mol file: 173960-44-6.mol

Synonyms:5-(4-CHLOROPHENYL)-2,2'-BIPYRIDINE;173960-44-6;5-(4-chlorophenyl)-2-pyridin-2-ylpyridine;CHEMBL102963;SCHEMBL12131257;DTXSID50467341

Chemical Property of 5-(4-Chlorophenyl)-2,2'-bipyridine

Chemical Property:

• PSA: 25.78000
• LogP: 4.46400
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 266.0610761
• Heavy Atom Count: 19
• Complexity: 276

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=NC(=C1)C2=NC=C(C=C2)C3=CC=C(C=C3)Cl

Technology Process of 5-(4-Chlorophenyl)-2,2'-bipyridine

There total 3 articles about 5-(4-Chlorophenyl)-2,2'-bipyridine 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: 96.0%

bicyclo[2.2.1]hepta-2,5-diene (121-46-0) + 6-(4-chlorophenyl)-3-(2-pyridyl)-1,2,4-triazine (489412-25-1) → 5-(4-chlorophenyl)-2,2'-bipyridine (173960-44-6)

Guidance literature:

With lithium perchlorate; In diethyl ether; at 110 ℃; for 1h; under 7500750 Torr;

DOI:10.1007/s11178-008-3016-1

Reference yield:

C8H8ClN3O → 5-(4-chlorophenyl)-2,2'-bipyridine (173960-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethanol / 10 h / 20 °C

1.2: 0.03 h / Reflux

2.1: o-xylene / 18 h / Inert atmosphere; Reflux

In ethanol; o-xylene; 2.1: |Diels-Alder Cycloaddition;

DOI:10.1002/cmdc.202100577

Reference yield:

pyridine-2-carbaldehyde (1121-60-4) → 5-(4-chlorophenyl)-2,2'-bipyridine (173960-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethanol / 10 h / 20 °C

1.2: 0.03 h / Reflux

2.1: o-xylene / 18 h / Inert atmosphere; Reflux

In ethanol; o-xylene; 2.1: |Diels-Alder Cycloaddition;

DOI:10.1002/cmdc.202100577

upstream raw materials:

bicyclo[2.2.1]hepta-2,5-diene

6-(4-chlorophenyl)-3-(2-pyridyl)-1,2,4-triazine

pyridine-2-carbaldehyde

Refernces

• 1、 Krayushkin,Sedishev,Yarovenko,Zavarzin,Kotovskaya,Kozhevnikov,Charushin. "Synthesis of pyridines from 1,2,4-triazines under high pressure". . p. 407 - 411. Retrieved 2008/12/22.
• 2、 Kozhevnikov, Valery N.,Kozhevnikov, Dmitry N.,Shabunina, Olga V.,Rusinov, Vladimir L.,Chupakhin, Oleg N.. "An efficient route to 5-(hetero)aryl-2,4′- and 2,2′-bipyridines through readily available 3-pyridyl-1,2,4-triazines". . p. 1791 - 1793. Retrieved 2007/10/03.