Benzo[c]phenanthrene-1,4-dione

Base Information

• Chemical Name: Benzo[c]phenanthrene-1,4-dione
• CAS No.: 109699-80-1
• Molecular Formula: C18H10 O2
• Molecular Weight: 258.276
• DSSTox Substance ID: DTXSID90571370
• Nikkaji Number: J834.385C
• Wikidata: Q82459443
• Mol file: 109699-80-1.mol

Synonyms:Benzo[c]phenanthrene-1,4-dione;109699-80-1;BENZO[C]PHENANTHRENE[1,4]QUINONE;benzo[g]phenanthrene-1,4-dione;1,4-benzo[c]phenanthrenequinone;DTXSID90571370;1H,4H-benzo[c]phenanthrene-1,4-dione

Chemical Property of Benzo[c]phenanthrene-1,4-dione

Chemical Property:

• PSA: 34.14000
• LogP: 3.92820
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 258.068079557
• Heavy Atom Count: 20
• Complexity: 464

Purity/Quality:

BENZO[C]PHENANTHRENE[1,4]QUINONE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C4=C(C=C3)C(=O)C=CC4=O

Technology Process of Benzo[c]phenanthrene-1,4-dione

There total 2 articles about Benzo[c]phenanthrene-1,4-dione 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: 48.0%

2-naphthylethylene (827-54-3,28406-56-6) + (+/-)-2-(p-tolylsulfinyl)-1,4-benzoquinone → benz-1,4-phenanthrenequinone (109699-80-1)

Guidance literature:

In toluene; at 20 ℃; for 24h; under 9000720 Torr;

DOI:10.1016/S0040-4039(97)00505-4

Reference yield:

2-naphthylethylene (827-54-3,28406-56-6) + p-benzoquinone (106-51-4) → benz-1,4-phenanthrenequinone (109699-80-1)

Guidance literature:

With acetic acid;

DOI:10.1039/jr9570004967

Reference yield:

benz-1,4-phenanthrenequinone (109699-80-1) → benzo[c]phenathrene (195-19-7)

Guidance literature:

With tetrahydrofuran; lithium aluminium tetrahydride;

DOI:10.1039/jr9570004967

upstream raw materials:

2-naphthylethylene

p-benzoquinone

Downstream raw materials:

benzo[c]phenathrene

Refernces

• 1、 Carreno, M. Carmen,Mahugo, Jesus,Urbano, Antonio. "Improved synthesis of 1,4-phenanthrenequinones from Diels-Alder cycloadditions of 2-(p-Tolylsulfinyl)-1,4-benzoquinone". . p. 3047 - 3050. Retrieved 2007/10/03.