9-Phenyl-9,10-dihydrophenanthrene

Base Information

• Chemical Name: 9-Phenyl-9,10-dihydrophenanthrene
• CAS No.: 5235-80-3
• Molecular Formula: C20H16
• Molecular Weight: 256.347
• DSSTox Substance ID: DTXSID70401424
• Nikkaji Number: J966.354A
• Mol file: 5235-80-3.mol

Synonyms:9-phenyl-9,10-dihydrophenanthrene;5235-80-3;Phenanthrene, 9,10-dihydro-9-phenyl-;DTXSID70401424

Chemical Property of 9-Phenyl-9,10-dihydrophenanthrene

Chemical Property:

• XLogP3: 5.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 256.125200510
• Heavy Atom Count: 20
• Complexity: 314

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C2=CC=CC=C2C3=CC=CC=C31)C4=CC=CC=C4

Technology Process of 9-Phenyl-9,10-dihydrophenanthrene

There total 31 articles about 9-Phenyl-9,10-dihydrophenanthrene 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: 85.0%

1-(2-Biphenyl-2-yl-1-phenyl-ethyl)-1H-benzotriazole → 9,10-dihydro-9-phenylphenanthrane (5235-80-3)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 120 ℃; for 72h;

DOI:10.1021/jo972156w

Reference yield: 73.0%

1,1-Diphenylethylene (530-48-3) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 9,10-dihydro-9-phenylphenanthrane (5235-80-3)

Guidance literature:

With cesium fluoride; In acetonitrile; at 30 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol4033094

Reference yield: 70.0%

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 9,10-dihydro-9-phenylphenanthrane (5235-80-3)

Guidance literature:

With cesium fluoride; In acetonitrile; at 30 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol4033094

upstream raw materials:

9-phenylphenanthrene

1-(biphenyl-2-yl)-1-phenylethylene

(9-Phenyl-9-fluorenyl)acetaldehyd

benzaldehyde

Downstream raw materials:

9-phenylphenanthrene

benzene-1,2-dicarboxylic acid

benzoic acid

Refernces

• 1、 Ball, Liam T.,Corrie, Tom J. A.,Lloyd-Jones, Guy C.,Russell, Christopher A.. "Au-Catalyzed Biaryl Coupling to Generate 5- To 9-Membered Rings: Turnover-Limiting Reductive Elimination versus ?-Complexation". supporting information. p. 245 - 254. Retrieved 2021/09/04.
• 2、 Li, Ang,DeSchepper, Daniel J.,Klumpp, Douglas A.. "Triflic acid promoted synthesis of polycyclic aromatic compounds". scheme or table. p. 1924 - 1927. Retrieved 2009/09/05.