4,5-Oxochrysene

Base Information

• Chemical Name: 4,5-Oxochrysene
• CAS No.: 86853-91-0
• Molecular Formula: C19H10 O
• Molecular Weight: 254.288
• DSSTox Substance ID: DTXSID401007148
• Wikidata: Q83003092
• Mol file: 86853-91-0.mol

Synonyms:4,5-Oxochrysene;CCRIS 2128;pentacyclo[14.2.1.03,8.09,18.012,17]nonadeca-1(19),2,4,7,9(18),10,12(17),13,15-nonaen-6-one;8H-Cyclopenta[def]chrysen-8-one;DTXSID401007148;LS-57747

Chemical Property of 4,5-Oxochrysene

Chemical Property:

• Vapor Pressure: 3.13E-16mmHg at 25°C
• Boiling Point: 639.1°C at 760 mmHg
• Flash Point: 290°C
• PSA: 17.07000
• Density: 1.38g/cm³
• LogP: 4.53520
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 254.073164938
• Heavy Atom Count: 20
• Complexity: 616

Purity/Quality:

4H-Cyclopenta[def]chrysen-4-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C=C4C3=C(C=C2)C5=CC(=O)C=CC5=C4
• Uses: 4H-Cyclopenta[def]chrysen-4-one is an chrysene based polycyclic aromatic ketones found in environmental gas samples of wood and coal combustion gasses, municipal incineration waste gases, diesel exhaust, Al plant workplace and urban ambient air.

Technology Process of 4,5-Oxochrysene

There total 9 articles about 4,5-Oxochrysene 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%

Chrysene-5-carboxylic acid ethyl ester (191021-93-9) → 4H-Cyclopentachrysen-4-one (86853-91-0)

Guidance literature:

With hydrogen fluoride; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1080/00304949709355210

Reference yield: 87.0%

4H-cyclopentachrysene (202-98-2) → 4H-Cyclopentachrysen-4-one (86853-91-0)

Guidance literature:

With chromium(VI) oxide; tert.-butylhydroperoxide; In dichloromethane;

DOI:10.1021/jo00049a045

Reference yield: 65.0%

Chrysene-11-carboxylic acid (68723-48-8) → 4H-Cyclopentachrysen-4-one (86853-91-0)

Guidance literature:

With hydrogen fluoride; 1.) -75 deg C, 1 h, 2.a) 0 deg C, b) room temp.;

DOI:10.1021/jo00177a035

upstream raw materials:

Chrysene-11-carboxylic acid

4H-cyclopentachrysene

benzylidine acenaphthenone

Chrysene-5-carboxylic acid ethyl ester

Downstream raw materials:

4H-cyclopentachrysene

Refernces

• 1、 Dai, Wei,Harvey, Ronald G.. "Synthesis of 4H-cyclopenta[def]chrysene and other methylene-bridged polycyclic hydrocarbons". . p. 347 - 352. Retrieved 2007/10/03.
• 2、 Harvey, Ronald G.,Abu-shqara, Elias,Yang, ChengXi. "Synthesis of Ketone and Alcohol Derivatives of Methylene-Bridged Polyarenes, Potentially New Classes of Active Metabolites of Carcinogenic Hydrocarbons". . p. 6313 - 6317. Retrieved 2007/10/02.