1,4,5,8-TETRAHYDROXYANTHRAQUINONE

Base Information

• Chemical Name: 1,4,5,8-TETRAHYDROXYANTHRAQUINONE
• CAS No.: 81-60-7
• Molecular Formula: C14H8 O6
• Molecular Weight: 272.214
• European Community (EC) Number: 201-365-0
• NSC Number: 401144
• UNII: E3RU79UW8G
• DSSTox Substance ID: DTXSID80230843
• Nikkaji Number: J55.392A,J710.749H
• Wikidata: Q27117162
• Metabolomics Workbench ID: 55591
• Mol file: 81-60-7.mol

Synonyms:Anthraquinone,1,4,5,8-tetrahydroxy- (6CI,7CI,8CI); 1,4,5,8-Tetrahydroxy-9,10-anthracenedione;1,4,5,8-Tetrahydroxy-9,10-anthraquinone; 1,4,5,8-Tetrahydroxyanthraquinone; NSC401144

Chemical Property of 1,4,5,8-TETRAHYDROXYANTHRAQUINONE

Chemical Property:

• Vapor Pressure: 6.43E-13mmHg at 25°C
• Melting Point: >274.85°C
• Refractive Index: 1.5230 (estimate)
• Boiling Point: 554.8°Cat760mmHg
• PKA: 6.45±0.20(Predicted)
• Flash Point: 303.4°C
• PSA: 115.06000
• Density: 1.781g/cm³
• LogP: 1.28440
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 272.03208797
• Heavy Atom Count: 20
• Complexity: 359

Purity/Quality:

99% ^*data from raw suppliers

1,4,5,8-Tetrahydroxyanthra-9,10-quinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1O)C(=O)C3=C(C=CC(=C3C2=O)O)O)O
• Uses: 1,4,5,8-Tetrahydroxyanthra-9,10-quinone is used in preparing electrode material of Lithium ion batteries. Also, used in production of alkali metal and alkali-ion batteries with high volumetric and gravimetric energy densities.

Technology Process of 1,4,5,8-TETRAHYDROXYANTHRAQUINONE

There total 31 articles about 1,4,5,8-TETRAHYDROXYANTHRAQUINONE 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%

1,4,5,8-tetraacetoxy-9,10-anthraquinone (988-30-7) → 1,4,5,8-tetrahydroxy-anthraquinone (81-60-7)

Guidance literature:

With water; trifluoroacetic acid; at 65 ℃; for 1h;

Reference yield: 92.0%

leuco-1,4,5,8-tetrahydroxyanthraquinone (23478-60-6) → 1,4,5,8-tetrahydroxy-anthraquinone (81-60-7)

Guidance literature:

With nitrobenzene; for 0.25h; Heating;

DOI:10.1021/jo00061a012

Reference yield: 80.0%

4,8-diamino-1,5-dihydroxyanthraquinone (145-49-3) → 1,4,5,8-tetrahydroxy-anthraquinone (81-60-7)

Guidance literature:

With sodium hydroxide; sodium dithionite; at 100 ℃; for 1h;

DOI:10.1016/S0968-0896(97)00097-7

upstream raw materials:

3,6-dimethoxyphthalic anhydride

hydroquinone

1,8-diamino-4,5-dihydroxyanthraquinone

1,4,5-trihydroxy-9,10-anthracenedione

Downstream raw materials:

1,4,5,8-tetraphenylaminoanthraquinone

9,10-dihydro-5,8,13,16-tetramethoxy-9,10-<1',2'>benzenoanthracen-1,4-diol

anthracene-1,4,5,8,9,10-hexaone

Refernces

• 1、 -. "ANTHARQUINONE COMPOUNDS AS ANTI CANCER COMPOUNDS". Page/Page column 19. . Retrieved 2008/06/13.
• 2、 Chang,Cheng. "An improved practical synthesis of leuco-1,4,5,8-tetrahydroxyanthraquinone". . p. 1893 - 1900. Retrieved 2007/10/02.