Cyclopenta(de)naphthacene

Base Information

• Chemical Name: Cyclopenta(de)naphthacene
• CAS No.: 16683-64-0
• Molecular Formula: C₂₀H₁₂
• Molecular Weight: 252.315
• DSSTox Substance ID: DTXSID80168197
• Nikkaji Number: J488.734D
• Wikidata: Q83037735
• Mol file: 16683-64-0.mol

Synonyms:Cyclopenta(de)naphthacene;Benz(k)aceanthrylene;16683-64-0;Cyclopenta[de]naphthacene;Benz[k]aceanthrylene;pentacyclo[11.6.1.02,11.04,9.017,20]icosa-1(20),2,4,6,8,10,12,14,16,18-decaene;CCRIS 2991;BRN 4990771;DTXSID80168197

Chemical Property of Cyclopenta(de)naphthacene

Chemical Property:

• Vapor Pressure: 1.39E-09mmHg at 25°C
• Boiling Point: 498.5°Cat760mmHg
• Flash Point: 247.1°C
• PSA: 0.00000
• Density: 1.284g/cm³
• LogP: 5.63000
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 252.093900383
• Heavy Atom Count: 20
• Complexity: 408

Purity/Quality:

BENZ(K)ACEANTHRYLENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C2C=C3C4=C5C(=CC=CC5=CC3=CC2=C1)C=C4

Technology Process of Cyclopenta(de)naphthacene

There total 6 articles about Cyclopenta(de)naphthacene 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%

1,2,7,12-tetrahydrobenzaceanthrylene (108665-31-2) → benzaceanthrylene (16683-64-0)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 2h; Heating;

DOI:10.1021/jo00391a006

Reference yield:

acenaphthene-3,4-dicarboxylic anhydride (108665-25-4) → benzaceanthrylene (16683-64-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) AlCl₃, 2.) AlCl₃, NaCl / 1.) 100 deg C, 8 h, 2.) 130-140 deg C, 1 h

2: 85 percent / NaOH, Zn / ethanol / 6 h / Heating

3: 63 percent / 2,3-dichloro-5,6-dicyanoquinone / benzene / 2 h / Heating

With sodium hydroxide; aluminium trichloride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium chloride; zinc; In ethanol; benzene;

DOI:10.1021/jo00391a006

Reference yield:

acenaphthene-3,4-dicarboxylic acid (13055-36-2) → benzaceanthrylene (16683-64-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / acetic anhydride / 2 h / Heating

2: 1.) AlCl₃, 2.) AlCl₃, NaCl / 1.) 100 deg C, 8 h, 2.) 130-140 deg C, 1 h

3: 85 percent / NaOH, Zn / ethanol / 6 h / Heating

4: 63 percent / 2,3-dichloro-5,6-dicyanoquinone / benzene / 2 h / Heating

With sodium hydroxide; aluminium trichloride; acetic anhydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium chloride; zinc; In ethanol; benzene;

DOI:10.1021/jo00391a006

upstream raw materials:

1,2,7,12-tetrahydrobenzaceanthrylene

acenaphthene-3,4-dicarboxylic anhydride

acenaphthene-3,4-dicarboxylic acid

1,2-dihydrobenzaceanthrylene-7,12-quinone

Refernces