4-Phenyl-1H,3H-naphtho[1,8-cd]pyran-1,3-dione

Base Information

• Chemical Name: 4-Phenyl-1H,3H-naphtho[1,8-cd]pyran-1,3-dione
• CAS No.: 56252-04-1
• Molecular Formula: C₁₈H₁₀O₃
• Molecular Weight: 274.276
• ChEMBL ID: CHEMBL3593482
• DSSTox Substance ID: DTXSID101255015
• Metabolomics Workbench ID: 49259
• Nikkaji Number: J806.245E
• Wikidata: Q105119680

Synonyms:4-Phenyl-1H,3H-naphtho[1,8-cd]pyran-1,3-dione;CHEMBL3593482;DTXSID101255015;56252-04-1;6-phenyl-3-oxatricyclo[7.3.1.0^{5,13}]trideca-1(13),5,7,9,11-pentaene-2,4-dione

Chemical Property of 4-Phenyl-1H,3H-naphtho[1,8-cd]pyran-1,3-dione

Chemical Property:

• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 274.062994177
• Heavy Atom Count: 21
• Complexity: 438

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C3C4=C(C=CC=C4C(=O)OC3=O)C=C2

Technology Process of 4-Phenyl-1H,3H-naphtho[1,8-cd]pyran-1,3-dione

There total 7 articles about 4-Phenyl-1H,3H-naphtho[1,8-cd]pyran-1,3-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:

3-phenyl-acenaphthylene (865758-20-9) → 2-phenyl-1,8-naphthalenedicarboxylic anhydride (56252-04-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / ethyl acetate / 4 h / 20 °C / 760 Torr

2: 115 mg / K₂Cr₂O₇ / acetic acid / 3 h / Heating

With potassium dichromate; hydrogen; palladium on activated charcoal; In acetic acid; ethyl acetate;

DOI:10.1055/s-2005-869964

Reference yield:

2,4-diphenyl-phenalene-1,3-dione → 2-phenyl-1,8-naphthalenedicarboxylic anhydride (56252-04-1)

Guidance literature:

With chromic acid;

DOI:10.1021/ja01290a025

Reference yield:

3-phenyl-acenaphthene (17213-13-7) → 2-phenyl-1,8-naphthalenedicarboxylic anhydride (56252-04-1)

Guidance literature:

With sodium dichromate; acetic acid;

DOI:10.1039/jr9490001084

upstream raw materials:

9-phenyl-1H-phenalene-1-one

3-phenyl-acenaphthene

acetone

3-phenyl-acenaphthylene

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