Phenanthrene, 9,10-bis(4-methoxyphenyl)-

Base Information

• Chemical Name: Phenanthrene, 9,10-bis(4-methoxyphenyl)-
• CAS No.: 103162-61-4
• Molecular Formula: C28H22O2
• Molecular Weight: 390.481
• DSSTox Substance ID: DTXSID50471963
• Nikkaji Number: J675.498H
• Wikidata: Q82300677
• Mol file: 103162-61-4.mol

Synonyms:Phenanthrene, 9,10-bis(4-methoxyphenyl)-;103162-61-4;DTXSID50471963

Chemical Property of Phenanthrene, 9,10-bis(4-methoxyphenyl)-

Chemical Property:

• XLogP3: 7.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 390.161979940
• Heavy Atom Count: 30
• Complexity: 483

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=C(C3=CC=CC=C3C4=CC=CC=C42)C5=CC=C(C=C5)OC

Technology Process of Phenanthrene, 9,10-bis(4-methoxyphenyl)-

There total 30 articles about Phenanthrene, 9,10-bis(4-methoxyphenyl)- 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%

2,2'-dibromobiphenyl (13029-09-9) + (Z)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,2-bis(4-methoxyphenyl)ethene (178106-74-6) → 9,10-bis (4-methoxyphenyl)phenanthrene (103162-61-4)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In tetrahydrofuran; water; at 60 ℃; for 48h; Inert atmosphere;

DOI:10.1002/anie.200803213

Reference yield: 88.0%

9,10-di(4-methoxyphenyl)-9,10-dihydro-phenanthrene-9,10-diol (858856-49-2) → 9,10-bis (4-methoxyphenyl)phenanthrene (103162-61-4)

Guidance literature:

With titanium tetrachloride; triethylamine; In dichloromethane; at 0 - 25 ℃; for 0.5h; Inert atmosphere;

DOI:10.1055/s-0033-1339498

Reference yield: 86.0%

1-Bromo-2-iodobenzene (583-55-1) + 4,4'-dimethoxydiphenylacetylene (2132-62-9) + phenylboronic acid (98-80-6) → 9,10-bis (4-methoxyphenyl)phenanthrene (103162-61-4)

Guidance literature:

With palladium diacetate; caesium carbonate; bis[2-(diphenylphosphino)phenyl] ether; Trimethylacetic acid; In toluene; at 120 ℃; for 24h; Sealed tube;

DOI:10.1039/c9ob00228f

upstream raw materials:

10,10-di-p-anisyl-9,10-dihydro-9-phenanthrenone

(+/-)-10-Hydroxy-9,9-bis-(4-methoxy-phenyl)-9,10-dihydro-phenanthren

1-biphenyl-2-yl-1,2-bis-(4-methoxy-phenyl)-ethane-1,2-diol

4,4'-phenanthrene-9,10-diyl-di-phenol