4,4'-Dihexyl-2,2'-bipyridine

Base Information

• Chemical Name: 4,4'-Dihexyl-2,2'-bipyridine
• CAS No.: 445027-76-9
• Molecular Formula: C₂₂H₃₂N₂
• Molecular Weight: 324.509
• DSSTox Substance ID: DTXSID20477417
• Nikkaji Number: J1.732.859J
• Wikidata: Q82309950
• Mol file: 445027-76-9.mol

Synonyms:4,4'-Dihexyl-2,2'-bipyridine;445027-76-9;2,2'-Bipyridine, 4,4'-dihexyl-;4-HEXYL-2-(4-HEXYLPYRIDIN-2-YL)PYRIDINE;2,2'-Bipyridine,4,4'-dihexyl-;SCHEMBL913268;DTXSID20477417;AMY39968;AKOS015951460

Chemical Property of 4,4'-Dihexyl-2,2'-bipyridine

Chemical Property:

• PSA: 25.78000
• LogP: 6.38920
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 11
• Exact Mass: 324.256549029
• Heavy Atom Count: 24
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCC1=CC(=NC=C1)C2=NC=CC(=C2)CCCCCC

Technology Process of 4,4'-Dihexyl-2,2'-bipyridine

There total 1 articles about 4,4'-Dihexyl-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: 83.0%

4,4'-dimethyl-2,2'-bipyridines (1134-35-6) + 1-Bromopentane (110-53-2) → 4,4’-bis(n-hexyl)-2,2’-bipyridine (445027-76-9)

Guidance literature:

4,4'-dimethyl-2,2'-bipyridines; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 0 ℃; for 1.08333h; Inert atmosphere;

1-Bromopentane; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1021/jacs.9b01044

Reference yield:

4,4’-bis(n-hexyl)-2,2’-bipyridine (445027-76-9) → C51H48F6N2PtS2 (1587641-03-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diethyl ether / 12 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

1.2: 4 h / 20 °C / Schlenk technique; Inert atmosphere

2.1: acetonitrile; water / 18 h / Schlenk technique; Inert atmosphere; Reflux

3.1: triethylamine; copper(l) iodide / dichloromethane / 15 h / 30 °C / Schlenk technique; Inert atmosphere; Darkness

4.1: chloroform-d1 / 3 h / Schlenk technique; Inert atmosphere; UV-irradiation

With copper(l) iodide; triethylamine; In diethyl ether; chloroform-d1; dichloromethane; water; acetonitrile;

DOI:10.1021/ja4131615

Reference yield:

4,4’-bis(n-hexyl)-2,2’-bipyridine (445027-76-9) → C53H53F6N3PtS2 (1587641-04-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: diethyl ether / 12 h / 0 - 20 °C / Schlenk technique; Inert atmosphere

1.2: 4 h / 20 °C / Schlenk technique; Inert atmosphere

2.1: acetonitrile; water / 18 h / Schlenk technique; Inert atmosphere; Reflux

3.1: triethylamine; copper(l) iodide / dichloromethane / 15 h / 30 °C / Schlenk technique; Inert atmosphere; Darkness

4.1: chloroform-d1 / 3 h / Schlenk technique; Inert atmosphere; UV-irradiation

With copper(l) iodide; triethylamine; In diethyl ether; chloroform-d1; dichloromethane; water; acetonitrile;

DOI:10.1021/ja4131615

upstream raw materials:

4,4'-dimethyl-2,2'-bipyridines

1-Bromopentane

Downstream raw materials:

C₅₁H₄₈F₆N₂PtS₂

C₅₃H₅₃F₆N₃PtS₂

C₅₁H₄₈F₆N₂PtS₂

C₅₃H₅₃F₆N₃PtS₂