1,4-Phenanthrenedione

Base Information

• Chemical Name: 1,4-Phenanthrenedione
• CAS No.: 569-15-3
• Molecular Formula: C14H8 O2
• Molecular Weight: 208.216
• Hs Code.: 29142990
• NSC Number: 148970
• UNII: IU5XP36K84
• DSSTox Substance ID: DTXSID40205431
• Nikkaji Number: J79.657C
• Wikidata: Q83079010
• Mol file: 569-15-3.mol

Synonyms:1,4-phenanthrenedione;1,4-phenanthrenequinone

Chemical Property of 1,4-Phenanthrenedione

Chemical Property:

• Vapor Pressure: 8.39E-07mmHg at 25°C
• Boiling Point: 406°Cat760mmHg
• Flash Point: 152°C
• PSA: 34.14000
• Density: 1.328g/cm³
• LogP: 2.77500
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 208.052429494
• Heavy Atom Count: 16
• Complexity: 356

Purity/Quality:

99% ^*data from raw suppliers

PHENANTHRENE-1,4-DIONE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C(=O)C=CC3=O

Technology Process of 1,4-Phenanthrenedione

There total 4 articles about 1,4-Phenanthrenedione 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: 24.7%

1-bromo-4-benzoyloxyimino-1,2,3,4-tetrahydrophenanthrene (82650-72-4) → 1,4-phenanthrenequinone (569-15-3) + 1-bromo-N-(4-phenenthryl)-1,4-phenanthrenequinone-1-imine (56384-45-3) + 4-phenanthrenamine (17423-48-2) + N-(4-phenanthryl)-1,4-phenanthrenequinone-1-imine (56384-46-4) + 1-(4-benzamido-3-phenanthryloxy)-4-benzoyloxyimino-1,2,3,4-tetrahydrophenanthrene + N4-<4-(benzoyloxyimino)-1,2,3,4-tetrahydro-1-phenanthryloxyl>-N1-(4-phenanthryl)-1,4-phenanthrenequinone-diimine (82650-77-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 20h; Product distribution; Ambient temperature; The effect of heavy atom solvents (methylene bromide, bromoform).;

DOI:10.1016/0040-4020(82)80099-9

Reference yield: 9.1%

phenanthrene (85-01-8) → 1,4-phenanthrenequinone (569-15-3) + 9,10-phenanthrenequinone (84-11-7)

Guidance literature:

With ferrous perchlorate; dihydrogen peroxide; acetic anhydride; acetonitrile; at 30 ℃; for 0.05h;

Reference yield:

phenanthrene (85-01-8) → phthalic anhydride (85-44-9) + 6H-benzo[c]chromen-6-one (2005-10-9) + 1,2-naphthalenedicarboxylic anhydride (5343-99-7) + 9-fluorenone (486-25-9,952573-42-1) + biphenyl-2,2'-dicarboxylic acid anhydride (6050-13-1) + 1,4-phenanthrenequinone (569-15-3) + 9,10-dihydrophenanthrene-9,10-diol (25061-77-2) + 1-hydroxyphenanthrenequinone (57404-53-2) + 9,10-phenanthrenequinone (84-11-7) + Biphenyl-2,2'-dicarbaldehyde (1210-05-5)

Guidance literature:

phenanthrene; With water; In acetone; for 2h; Darkness;

In acetone; for 1h; Irradiation;

DOI:10.1016/j.molcata.2010.03.029

upstream raw materials:

phenanthrene

1-bromo-4-benzoyloxyimino-1,2,3,4-tetrahydrophenanthrene

Downstream raw materials:

N-Benzoyl-1,2,3,4-tetrahydrophenanthro<3.2-h>isoquinoline-7,14-dione

N-Benzoyl-1,2,3,4-tetrahydrophenanthro<2.3-h>isoquinoline-7,14-dione

N-benzoyl-1,2,3,4,7,14-hexahydrophenanthro<3.2-h>isoquinoline

N-benzoyl-1,2,3,4,7,14-hexahydrophenanthroy<2.3-h>isoquinoline

Refernces

• 1、 Firouzabadi, H.,Sardarian, A. R.,Moosavipour, H.,Afshari, G. M.. "Chromium(VI) Based Oxidants; II. Zinc Dichromete Trihydrate: A Versatile and Mild Reagent for the Oxidation of Organic Compounds". . p. 285 - 288. Retrieved 2007/10/02.
• 2、 Juneja, T. R.,Garg, D. K.,Schaefer, W.. "ATTEMPTS TO PREPARE AROMATIC O-ACYL-HYDROXYLAMINES-III0". . p. 551 - 556. Retrieved 2007/10/02.