1H-Phenalene-1,3(2H)-dione

Base Information

• Chemical Name: 1H-Phenalene-1,3(2H)-dione
• CAS No.: 5821-59-0
• Molecular Formula: C13H8 O2
• Molecular Weight: 196.205
• Hs Code.: 2914199090
• European Community (EC) Number: 227-397-5
• NSC Number: 97257,87590
• DSSTox Substance ID: DTXSID50973775
• Nikkaji Number: J13.204G
• Wikidata: Q82957841
• Mol file: 5821-59-0.mol

Synonyms:1H-Phenalene-1,3(2H)-dione;phenalene-1,3-dione;5821-59-0;2,3-dihydro-1H-phenalene-1,3-dione;EINECS 227-397-5;NSC87590;peri-Naphthindandione;3-hydroxyphenalen-1-one;3-oxidanylphenalen-1-one;NCIOpen2_001765;SCHEMBL254908;cid_139030;BDBM67442;DTXSID50973775;NSC97257;MFCD00099182;NSC 87590;NSC 97257;NSC-87590;NSC-97257;AKOS003622735;FT-0691100

Chemical Property of 1H-Phenalene-1,3(2H)-dione

Chemical Property:

• Vapor Pressure: 2.03E-06mmHg at 25°C
• Melting Point: 265 °C (decomp)(Solv: acetic acid (64-19-7))
• Boiling Point: 394.1°Cat760mmHg
• Flash Point: 147.7°C
• PSA: 34.14000
• Density: 1.347g/cm³
• LogP: 2.60890
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 196.052429494
• Heavy Atom Count: 15
• Complexity: 280

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dihydro-1H-phenalene-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(=O)C2=CC=CC3=C2C(=CC=C3)C1=O
• Uses: 2,3-Dihydro-1H-phenalene-1,3-dione is an intermediate in the synthesis of Tribenzo[de,h,kl]naphtho[1,2,3,4-rst]pentaphene (T767600), which is used in nanotechnology in the optical sensing of current dynamics in LED devices.

Technology Process of 1H-Phenalene-1,3(2H)-dione

There total 4 articles about 1H-Phenalene-1,3(2H)-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: 45.3%

3-acetoxyphenalen-1-one (18931-04-9) → Perinaphthenon (548-39-0) + peropyrene (188-96-5) + phenalene-1,3-dione (5821-59-0)

Guidance literature:

3-acetoxyphenalen-1-one; With sodium tetrahydroborate; lanthanum chloride heptahydrate; In tetrahydrofuran; methanol; at 20 ℃; for 1h;

With sulfuric acid; for 1h; regioselective reaction;

DOI:10.1080/00397910902883546

Reference yield:

2-diazo-1H-phenalene-1,3(2H)-dione (18931-19-6) → phenalene-1,3-dione (5821-59-0)

Guidance literature:

With dimethylsulfide; Irradiation;

Reference yield:

2-Carboxy-3-hydroxyphenalenone (134614-46-3) → phenalene-1,3-dione (5821-59-0)

Guidance literature:

upstream raw materials:

2-diazo-1H-phenalene-1,3(2H)-dione

sulfuric acid

ethyl (1-naphthoyl)acetate

2-Carboxy-3-hydroxyphenalenone

Downstream raw materials:

3-p-Tolylamino-phenalen-1-one

3-phenylaminophenalen-1-one

10-methyl-9, 10-dihydro-9-acridinone

3-chlorophenalenone