Anthanthrone

Base Information

• Chemical Name: Anthanthrone
• CAS No.: 641-13-4
• Molecular Formula: C22H10 O2
• Molecular Weight: 306.32
• Hs Code.: 2914399090
• European Community (EC) Number: 211-372-0
• NSC Number: 30986
• UNII: T93Y5J867C
• DSSTox Substance ID: DTXSID00214302
• Nikkaji Number: J7.053J
• Wikipedia: Anthanthrone
• Wikidata: Q19903305
• Mol file: 641-13-4.mol

Synonyms:Anthanthrone;641-13-4;Dibenzo[def,mno]chrysene-6,12-dione;Anthanthron;Anthanthrenequinone;Helanthrene Orange GK;Dibenzo(def,mno)chrysene-6,12-dione;EINECS 211-372-0;T93Y5J867C;NSC-30986;hexacyclo[11.7.1.14,20.02,11.03,8.017,21]docosa-1(20),2(11),3(8),4,6,9,13,15,17(21),18-decaene-12,22-dione;Anthranthrone;Anthanthrone orange;NSC30986;Dibenzo[def,12-dione;Dibenzochrysene-6,12-dione;UNII-T93Y5J867C;SCHEMBL7369249;ANTHRACENE-1(4H)-THIONE;DTXSID00214302;C22H10O2;NSC 30986;AKOS000592947;LS-60626;Naphtho[7,8,1,2,3-nopqr]tetraphene-6,12-dione;Q19903305

Chemical Property of Anthanthrone

Chemical Property:

• Vapor Pressure: 3.9E-14mmHg at 25°C
• Melting Point: 415℃
• Boiling Point: 595.2°C at 760 mmHg
• Flash Point: 216.3°C
• PSA: 34.14000
• Density: 1.507±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 4.43800
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 306.068079557
• Heavy Atom Count: 24
• Complexity: 543

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C(=O)C4=C5C3=C(C=C2)C(=O)C6=CC=CC(=C65)C=C4

Technology Process of Anthanthrone

There total 24 articles about Anthanthrone 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: 91.0%

[1,1']binaphthyl-8,8'-dicarboxylic acid (10507-64-9,10507-65-0,29878-91-9,50870-01-4) → anthanthrone (641-13-4)

Guidance literature:

With sulfuric acid; at 150 - 200 ℃; under 20 - 30 Torr;

Reference yield: 47.0%

anthranthrene (191-26-4) + Mangantriacetat → anthanthrone (641-13-4) + 6,12-diacetoxyanthanthrene (141396-66-9) + 6-acetoxyanthanthrene (141396-65-8)

Guidance literature:

In acetic acid; benzene; at 40 ℃; for 5h;

DOI:10.1021/jo00038a015

Reference yield:

1,1'-binaphthyl-2,2'-dicarboxylic acid (18531-96-9,80703-23-7,99827-46-0) → anthanthrone (641-13-4)

Guidance literature:

With sulfuric acid; at 100 ℃;

upstream raw materials:

anthranthrene

7-oxo-7H-dibenzo[a,kl]anthracene-13-carboxylic acid

1,1'-binaphthyl-2,2'-dicarboxylic acid

acetic anhydride

Downstream raw materials:

anthranthrene

4,10-dibromoanthanthrone

Refernces

• 1、 Platt, Karl L.,Degenhardt, Christian,Grupe, Stefanie,Frank, Heinz,Seidel, Albrecht. "Microsomal activation of dibenzo[def,mno]chrysene (anthanthrene), a hexacyclic aromatic hydrocarbon without a bay-region, to mutagenic metabolites". . p. 332 - 342. Retrieved 2007/10/03.
• 2、 Cremonesi, Paolo,Hietbrink, Bruce,Rogan, Eleanor G.,Cavalieri, Ercole L.. "One-Electron Oxidation of Dibenzopyrenes by Manganic Acetate". . p. 3309 - 3312. Retrieved 2007/10/02.