1,4,6-Trihydroxyanthraquinone

Base Information

• Chemical Name: 1,4,6-Trihydroxyanthraquinone
• CAS No.: 7475-11-8
• Molecular Formula: C14H8O5
• Molecular Weight: 256.215
• Hs Code.: 2914690090
• European Community (EC) Number: 231-276-2
• NSC Number: 401142
• UNII: K6UFE24N8E
• DSSTox Substance ID: DTXSID40225730
• Nikkaji Number: J195.807K
• Wikidata: Q27117167
• Metabolomics Workbench ID: 55597
• Mol file: 7475-11-8.mol

Synonyms:1,4,6-Trihydroxyanthraquinone;1,4,6-trihydroxy-9,10-anthraquinone;7475-11-8;K6UFE24N8E;1,4,6-trihydroxyanthracene-9,10-dione;NSC-401142;NSC401142;1.4.6-Trioxyanthrachinon;UNII-K6UFE24N8E;SCHEMBL6906327;CHEBI:37491;DTXSID40225730;EINECS 231-276-2;NSC 401142;9,10-Anthracenedione, 1,4,6-trihydroxy-;1,4,6-TRIHYDROXY-9,10-ANTHRACENEDIONE;Q27117167

Chemical Property of 1,4,6-Trihydroxyanthraquinone

Chemical Property:

• Vapor Pressure: 1.56E-10mmHg at 25°C
• Boiling Point: 497.8°C at 760 mmHg
• Flash Point: 269°C
• PSA: 94.83000
• Density: 1.659g/cm³
• LogP: 1.57880
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 256.03717335
• Heavy Atom Count: 19
• Complexity: 407

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=C(C=C1O)C(=O)C3=C(C=CC(=C3C2=O)O)O

Technology Process of 1,4,6-Trihydroxyanthraquinone

There total 11 articles about 1,4,6-Trihydroxyanthraquinone 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: 100.0%

9a-chloro-5,8-dihydroxy-1-methoxy-3-trimethylsilyloxy-1,4,4a,9a-tetrahydro-9,10-anthraquinone → 1,4,6-trihydroxyanthracene-9,10-dione (7475-11-8)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; for 0.5h; Ambient temperature;

Reference yield: 100.0%

9a-chloro-5,8-dihydroxy-1-methoxy-3-oxo-1,2,3,4,4a,9a-hexahydro-9,10-anthraquinone → 1,4,6-trihydroxyanthracene-9,10-dione (7475-11-8)

Guidance literature:

With pyridine; In dichloromethane; for 0.0833333h; Ambient temperature;

Reference yield: 48.0%

3,3-ethylenedioxy-5,8-dihydroxy-1-methoxy-1,2,3,4-tetrahydro-9,10-anthraquinone (70875-18-2) → 1,4,6-trihydroxyanthracene-9,10-dione (7475-11-8) + 1,4-dihydroxy-6-(2'-hydroxyethoxy)-9,10-anthraquinone

Guidance literature:

With 1,4-diacetoxy 1,3-butadiene; boron trifluoride diethyl etherate; In benzene; for 0.5h; Ambient temperature;

upstream raw materials:

4-aminobenzene-1,2-dicarboxylic acid anhydride

hydroquinone

3,3-ethylenedioxy-5,8-dihydroxy-1-methoxy-1,2,3,4-tetrahydro-9,10-anthraquinone

5,8-Dihydroxy-4-trimethylsilanyloxy-3,4,4a,9a-tetrahydro-1H-anthracene-2,9,10-trione

Refernces

• 1、 Echavarren, Antonio,Prados, Pilar,Farina, Francisco. "Polycyclic Hydroxyquinones. Part 18. Diels-Alder Cycloadditions with Chloronaphthazarins as Model Reactions for Regiospecific Construction of the D ring of Anthracyclinones". . p. 3162 - 3188. Retrieved 2007/10/02.