9,10-Bis(4-pyridyl)anthracene

Base Information

• Chemical Name: 9,10-Bis(4-pyridyl)anthracene
• CAS No.: 194861-72-8
• Molecular Formula: C24H16N2
• Molecular Weight: 332.404
• ChEMBL ID: CHEMBL4638730
• DSSTox Substance ID: DTXSID80571400
• Nikkaji Number: J1.374.581A
• Wikidata: Q82459479
• Mol file: 194861-72-8.mol

Synonyms:194861-72-8;Pyridine, 4,4'-(9,10-anthracenediyl)bis-;9,10-Bis(4-pyridyl)anthracene;4,4-(9,10-Anthracenediyl)bis[pyridine];4-(10-pyridin-4-ylanthracen-9-yl)pyridine;9,10-Di(pyridin-4-yl)anthracene;Pyridine,4,4'-(9,10-anthracenediyl)bis-;YSWG095;CHEMBL4638730;SCHEMBL11910167;DTXSID80571400;MFCD30534199;AKOS028113910;4,4'-(Anthracene-9,10-diyl)dipyridine;4-[10-(4-pyridyl)-9-anthryl]pyridine;BS-46802;CS-0110586;E74787

Chemical Property of 9,10-Bis(4-pyridyl)anthracene

Chemical Property:

• Boiling Point: 481.0±40.0 °C(Predicted)
• PKA: 5.17±0.10(Predicted)
• PSA: 25.78000
• Density: 1.210±0.06 g/cm3(Predicted)
• LogP: 6.11700
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 332.131348519
• Heavy Atom Count: 26
• Complexity: 385

Purity/Quality:

≥99% ^*data from raw suppliers

4,4-(9,10-Anthracenediyl)bis[pyridine] 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=C3C=CC=CC3=C2C4=CC=NC=C4)C5=CC=NC=C5

Technology Process of 9,10-Bis(4-pyridyl)anthracene

There total 5 articles about 9,10-Bis(4-pyridyl)anthracene 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: 92.0%

9,10-bis(4-pyridyl)-9,10-dihydro-9,10-epidioxidoanthracene → oxygen (80937-33-3) + 4-(10-(pyridin-4-yl)anthracen-9-yl)pyridine (194861-72-8)

Guidance literature:

In toluene; for 24h;

DOI:10.1021/acs.joc.7b01765

Reference yield: 82.0%

9,10-Dibromoanthracene (523-27-3) + 4-pyridylboronic acid (1692-15-5) → 4-(10-(pyridin-4-yl)anthracen-9-yl)pyridine (194861-72-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In water; N,N-dimethyl-formamide; for 12h; Inert atmosphere;

DOI:10.1021/acs.joc.7b01765

Reference yield: 51.0%

9,10-Dibromoanthracene (523-27-3) + 4-pyridineboronic acid pinacol ester (181219-01-2) → 4-(10-(pyridin-4-yl)anthracen-9-yl)pyridine (194861-72-8)

Guidance literature:

With potassium phosphate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; In 1,4-dioxane; at 100 ℃; for 20h;

DOI:10.1016/S0040-4039(97)01155-6

upstream raw materials:

9,10-Dibromoanthracene

4-pyridineboronic acid pinacol ester

4-pyridylboronic acid

4-bromopyridin