5821-59-0

Basic information

• Product Name: 1H-phenalene-1,3(2H)-dione
• Synonyms: 1H-phenalene-1,3(2H)-dione;peri-naphthindandione;peri-Naphthindan-1,3-dione;phenalene-1,3-dione;phenalene-1,3-quinone
• CAS NO: 5821-59-0
• Molecular Formula: C13H8O2
• Molecular Weight: 196.20142
• EINECS: 227-397-5
• Mol File: 5821-59-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 265 °C (decomp)(Solv: acetic acid (64-19-7))
• Boiling Point: 394.1°Cat760mmHg
• Flash Point: 147.7°C
• Appearance: /
• Density: 1.347g/cm³
• Vapor Pressure: 2.03E-06mmHg at 25°C
• Refractive Index: 1.703
• CAS DataBase Reference: 1H-phenalene-1,3(2H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-phenalene-1,3(2H)-dione(5821-59-0)
• EPA Substance Registry System: 1H-phenalene-1,3(2H)-dione(5821-59-0)

Safety Data

• Hazardous Substances Data: 5821-59-0(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C13H8O2/c14-11-7-12(15)10-6-2-4-8-3-1-5-9(11)13(8)10/h1-6H,7H2

Upstream product

• 7664-93-9 sulfuric acid 
• 62071-76-5 ethyl (1-naphthoyl)acetate 
• 134614-46-3 2-Carboxy-3-hydroxyphenalenone 
• 18931-04-9 3-acetoxyphenalen-1-one 
• 18931-19-6 2-diazo-1H-phenalene-1,3(2H)-dione 

Downstream Products

• 1227745-43-8 3-hydroxy-2-[(3-methylphenyl)acetyl]-1H-phenalen-1-one 
• 76355-95-8 3-phenylaminophenalen-1-one 
• 71591-94-1 2-Anilinomethylen-1,2-dihydro-1,3-phenalendion 
• 183156-05-0 2,2-dibenzyl-2,3-dihydrophenalene-1,3-dione 

Relevant articles and documents

A New method of synthesizing phenalen-1-one: Reduction of 3-hydroxyphenalen-1-one using nabh4 and lanthanoid chlorides

Phenalen-1-one was obtained in considerable yield by reducing 3-hydroxyphenalen-1-one. Most of known preparation methods are not very practical, either because their yields are very poor or because their processes have many steps. This regioselective 1,2-reduction proceeded by the action of NaBH4 and various cations of rare-earth elements and metals. The yields of phenalen-1-one were examined as a function of typical lanthanoids, molar ratios of lanthanoid ions to 3-acetoxy-phenalen-1-one, and differing methods of protecting the hydroxyl group. Lanthanum chloride (LaCl3) gave the greatest yield (45.3%) of phenalen-1-one at molar ratios higher than a third, probably because La3+ ion is a hard acid and coordinates easily to a hard solvent such as methanol. Further, it has the largest ionic radius among all lanthanoid ions. Copyright Taylor & Francis Group, LLC.