Dibenzo(b,g)phenanthrene

Base Information

• Chemical Name: Dibenzo(b,g)phenanthrene
• CAS No.: 195-06-2
• Molecular Formula: C₂₂H₁₄
• Molecular Weight: 278.353
• Hs Code.: 2902909090
• UNII: 5RJ4873GFW
• DSSTox Substance ID: DTXSID60173148
• Nikkaji Number: J79.486D
• Wikidata: Q27262784
• Mol file: 195-06-2.mol

Synonyms:Dibenzo(b,g)phenanthrene;195-06-2;Naphtho[1,2-a]anthracene;Naphth(1,2-a)anthracene;NAPHTHO-(1'.2',1.2)-ANTHRACENE;Dibenzo[b,g]phenanthrene;Naphth[1,2-a]anthracene;2,3:5,6-Dibenzophenanthrene;5RJ4873GFW;NAPHTHO-(1/'.2/',1.2)-ANTHRACENE;UNII-5RJ4873GFW;1,2-BENZOTETRAPHENE;DTXSID60173148;HAJMQPPSPOBCLG-UHFFFAOYSA-N;DIBENZO-2,3:5,6-PHENANTHRENE;Q27262784

Chemical Property of Dibenzo(b,g)phenanthrene

Chemical Property:

• Melting Point: 137-138 °C
• Boiling Point: 524.7°Cat760mmHg
• Flash Point: 264.5°C
• PSA: 0.00000
• Density: 1.232g/cm³
• LogP: 6.29940
• XLogP3: 6.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 278.109550447
• Heavy Atom Count: 22
• Complexity: 399

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C4=CC5=CC=CC=C5C=C4C=C3

Technology Process of Dibenzo(b,g)phenanthrene

There total 9 articles about Dibenzo(b,g)phenanthrene 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: 73.0%

1-(2-ethynylphenyl)anthracene → Dibenzophenanthren (195-06-2)

Guidance literature:

With tris(pentafluorophenyl)phosphine; platinum(II) chloride; In toluene; at 80 ℃; for 24h; Reagent/catalyst; Solvent; Inert atmosphere;

DOI:10.1002/asia.202000394

Reference yield: 13.0%

cis-2-styrylanthracene (97643-53-3) → Dibenzophenanthren (195-06-2)

Guidance literature:

With air; iodine;

DOI:10.1021/jp993305c

Reference yield: 12.0%

phenanthrene 3,4-quinone (4733-11-3) + o-xylylene(bistriphenylphospine) dibromide (1519-46-6) → Dibenzophenanthren (195-06-2)

Guidance literature:

With lithium ethoxide; In ethanol; N,N-dimethyl-formamide; at 90 ℃; for 3h;

upstream raw materials:

phenanthrene 3,4-quinone

o-xylylene(bistriphenylphospine) dibromide

cis-2-styrylanthracene

1-Methyl-2-((Z)-styryl)-anthracene

Refernces

• 1、 Karatsu, Takashi,Itoh, Hajime,Nishigaki, Atsuko,Fukui, Keijiro,Kitamura, Akihide,Matsuo, Shigeki,Misawa, Hiroaki. "Picosecond time-resolved fluorescence spectroscopy of (Z)-1-(2-anthryl)-2-phenylethene and its model compounds: Understanding the photochemistry by distinguishing between the s-cis and s-trans rotamers". . p. 6993 - 7001. Retrieved 2000.
• 2、 Nicolaides, Demetrios D.,Litinas, Konstantinos E.. "Bis-Wittig Reactions of Hexa-P-phenyl-o-phenylenebismethylenediphosphorane with o-Quinones. Synthesis of Polycyclic Aromatic Compounds.". . p. 658 - 663. Retrieved 2007/10/02.