Picene

Base Information

• Chemical Name: Picene
• CAS No.: 213-46-7
• Molecular Formula: C22H14
• Molecular Weight: 278.353
• Hs Code.: 2901299090
• European Community (EC) Number: 205-918-7
• NSC Number: 406006
• UNII: F70R8ZBR7T
• DSSTox Substance ID: DTXSID8073895
• Nikkaji Number: J31.840J
• Wikipedia: Picene
• Wikidata: Q3180495
• Metabolomics Workbench ID: 54814
• Mol file: 213-46-7.mol

Synonyms:benzo(a)chrysene;picene

Chemical Property of Picene

Chemical Property:

• Vapor Pressure: 2.34E-10mmHg at 25°C
• Melting Point: 366-367°
• Refractive Index: 1.8120 (estimate)
• Boiling Point: 519°Cat760mmHg
• Flash Point: 264.5°C
• PSA: 0.00000
• Density: 1.232g/cm³
• LogP: 6.29940
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 2.5ug/L(27 oC)
• XLogP3: 7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 278.109550447
• Heavy Atom Count: 22
• Complexity: 361

Purity/Quality:

98% ^*data from raw suppliers

Picene (purified by sublimation) (>99.9%) >99.9%(GC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C=CC4=C3C=CC5=CC=CC=C54
• Description: Picene, a polycyclic aromatic hydrocarbon (PAH) of environmental relevance has recently been predicted to be carcinogenic, based on quantum mechanical calculation, although in several animal studies no carcinogenicity could be detected. Picene, a hydrocarbon found in the pitchy residue obtained in the distillation of peat-tar and of petroleum. This is distilled to dryness and the distillate repeatedly recrystallized from cymene It may be synthetically prepared by the action of anhydrous aluminium chloride on a mixture of naphthalene and ethylene dibromide, or by distilling α-dinaphthostilbene. It crystallizes in large colourless plates wi hich possess a blue fluorescence It is soluble in concentrated sulphuric acid with a green colour. Chromic acid in glacial acetic acid solution oxidizes it to picene-quinone, picene-quinone carboxylic acid, and finally to phthalic acid. When heated with hy driodic acid and phosphorus it forms hydrides of composition C22H34 and C22H36.

Technology Process of Picene

There total 59 articles about Picene 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: 93.0%

1,2-di(naphthyl)ethene (3960-21-2) → picene (213-46-7)

Guidance literature:

With iodine; oxygen; In benzene; for 16h; Solvent; Irradiation;

DOI:10.1039/c5ra02855h

Reference yield: 93.0%

(E)-1,2-bis(1-naphthyl)ethene (1233-36-9) → picene (213-46-7)

Guidance literature:

With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone; In chloroform; for 8h; Reagent/catalyst; Irradiation;

DOI:10.1055/s-0036-1588598

Reference yield: 78.0%

1-((E)-Styryl)-phenanthrene (181929-63-5) → picene (213-46-7)

Guidance literature:

With iodine; In cyclohexane; for 0.133333h; Time; Irradiation;

DOI:10.1246/cl.140182

upstream raw materials:

(E)-1,2-bis(1-naphthyl)ethene

picene-13,14-dione

cholic acid

1-phenethyl-3,4-dihydro-phenanthrene

Downstream raw materials:

5,6-Dioxo-5,6-dihydro-picen

picene-13,14-dione

1.2,4.5,8.9-tribenzopyrene

11-o-Carboxybenzoylpicene