5,6-Chrysenedione

Base Information

• Chemical Name: 5,6-Chrysenedione
• CAS No.: 2051-10-7
• Molecular Formula: C18H10 O2
• Molecular Weight: 258.276
• Hs Code.: 2914399090
• European Community (EC) Number: 662-959-7
• NSC Number: 5192
• UNII: 3UZ6R8Y75B
• DSSTox Substance ID: DTXSID10174509
• Nikkaji Number: J7.309A
• Wikidata: Q27258059
• ChEMBL ID: CHEMBL1704614
• Mol file: 2051-10-7.mol

Synonyms:5,6-chrysenequinone

Chemical Property of 5,6-Chrysenedione

Chemical Property:

• Vapor Pressure: 1.59E-09mmHg at 25°C
• Melting Point: 239.5°C
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 484°Cat760mmHg
• Flash Point: 210.3°C
• PSA: 34.14000
• Density: 1.336g/cm³
• LogP: 3.88580
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 258.068079557
• Heavy Atom Count: 20
• Complexity: 427

Purity/Quality:

99%min ^*data from raw suppliers

5,?6-?Chrysenedione ^*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=C2C(=O)C(=O)C4=CC=CC=C34
• Uses: 5,?6-?Chrysenedione is a useful reactant for organic reactions. It is a polycyclic aromatic hydrocarbon quinones, and studied as possible carcinogens.

Technology Process of 5,6-Chrysenedione

There total 2 articles about 5,6-Chrysenedione 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: 63.0%

chrysene (218-01-9) → 2-Phenylnaphthalene-1,2'-dicarboxaldehyde (132335-14-9) + 5,6-chrysenedione (2051-10-7)

Guidance literature:

With potassium bromate; In dichloromethane; water; acetonitrile; at 20 ℃; for 1h; Sonication;

DOI:10.1016/S1872-2067(15)61001-4

Reference yield:

chrysene (218-01-9) + 3,3-dimethyldioxirane (74087-85-7) → 1a,11c-Dihydrochryseno<5,6-b>oxirene (15131-84-7,98243-92-6,98243-93-7) + 5,6-chrysenedione (2051-10-7) + chrysene-5,6β:4b,10bα:11,12β-trioxide

Guidance literature:

In acetone; for 72h; Ambient temperature;

DOI:10.1016/S0040-4039(96)02006-0

Reference yield: 64.0%

5,6-chrysenedione (2051-10-7) → 2-(2'-carboxyphenyl)-1-naphthoic acid (4859-45-4) + 11-hydroxy-11H-benzo[a]fluorene-11-carboxylic acid

Guidance literature:

5,6-chrysenedione; With 4,4'-dichlorobenzophenone; oxygen; sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 0.5h; under 760.051 Torr;

With hydrogenchloride; In tetrahydrofuran; water; mineral oil; pH=1 - 2;

DOI:10.1016/j.tetlet.2012.10.127

upstream raw materials:

chrysene

3,3-dimethyldioxirane

Downstream raw materials:

2-(4-nitro-phenyl)-chryseno[6,5-d]oxazole

2-phenyl-chryseno[6,5-d]oxazole

4-chryseno[6,5-d]oxazol-2-yl-N,N-dimethyl-aniline

6-phenylazo-chrysen-5-ol

Refernces

• 1、 Murray, Robert W.,Singh, Megh,Rath, Nigam. "The reaction of dimethyldioxirane with chrysene: Formation of a trioxide". . p. 8671 - 8674. Retrieved 2007/10/03.