2,6-Dihydroxyanthraquinone

Base Information

• Chemical Name: 2,6-Dihydroxyanthraquinone
• CAS No.: 84-60-6
• Molecular Formula: C14H8O4
• Molecular Weight: 240.215
• Hs Code.: 29146990
• European Community (EC) Number: 201-544-3
• NSC Number: 33531
• UNII: W83883330W
• DSSTox Substance ID: DTXSID6036546
• Nikkaji Number: J55.275E
• Wikidata: Q27115942
• Metabolomics Workbench ID: 54952
• ChEMBL ID: CHEMBL298398
• Mol file: 84-60-6.mol

Synonyms:2,6-dihydroxyanthraquinone;anthraflavic acid

Chemical Property of 2,6-Dihydroxyanthraquinone

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 1.99E-08mmHg at 25°C
• Melting Point: >320 ºC (lit.)
• Refractive Index: 1.732
• Boiling Point: 442.1 ºC at 760 mmHg
• PKA: 6.72±0.20(Predicted)
• Flash Point: 235.3 ºC
• PSA: 74.60000
• Density: 1.54 g/cm³
• LogP: 1.87320
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 240.04225873
• Heavy Atom Count: 18
• Complexity: 342

Purity/Quality:

96% 1H NMR ^*data from raw suppliers

2,6-Dihydroxyanthracene-9,10-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)C(=O)C3=C(C2=O)C=C(C=C3)O
• Uses: Anthraflavic acid can be used as a starting material to synthesize tetrahydroxy tetrathiafulvalene (TTF) derivatives, which are used as redox-active building blocks in supramolecular and materials science. It is also utilized to prepare phosphanylidene anthra[2,1-b]furans by reacting with dialkyl acetylenedicarboxylates and triphenylphosphine.

Technology Process of 2,6-Dihydroxyanthraquinone

There total 24 articles about 2,6-Dihydroxyanthraquinone 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:

anthracene (120-12-7) → 2-hydroxynaphtho-1,4-quinone (83-72-7) + 1,2-dihydroxy-9,10-anthracenedione (72-48-0,84754-86-9) + anthraflavic acid (84-60-6) + phenol (108-95-2,27073-41-2)

Guidance literature:

In water; Further byproducts given; Formation of xenobiotics; simulated solar irradiation;

DOI:10.1016/S0045-6535(99)00331-8

Reference yield:

9,10-phenanthrenequinone (84-65-1) → 1,2-dihydroxy-9,10-anthracenedione (72-48-0,84754-86-9) + anthraflavic acid (84-60-6)

Guidance literature:

at 180 - 200 ℃; unter Druck und Behandeln des Reaktionsproduktes mit Luft;

Reference yield:

sulfuric acid (7664-93-9) + 3-Carboxyphenol (99-06-9) → 1,5-dihydroxyanthraquinone (117-12-4) + anthraflavic acid (84-60-6)

Guidance literature:

at 180 - 200 ℃; im geschlossenen Rohr;

upstream raw materials:

Anthraquinone-2,6-disulfonic acid

4-hydroxy-2-(4-methoxy-benzoyl)-benzoic acid

3-Carboxyphenol

anthracene

Downstream raw materials:

2,6-Bis<(tert-butyl-diphenylsilyl)oxy>anthraquinone

2,6-dimethoxy-9,10-anthracenedione

triphenylgermyl 2,6-dihydroxy-9,10-anthraquinone adduct

2-hydroxy-6-{2-[2-(2-methoxyethoxy)ethoxy]ethoxy}-9,10-anthraquinone

Refernces

• 1、 Mallakin, Ali,George Dixon,Greenberg, Bruce M.. "Pathway of anthracene modification under simulated solar radiation". . p. 1435 - 1441. Retrieved 2007/10/03.