1,8-Dihydroxy-4,5-dinitroanthraquinone

Base Information

• Chemical Name: 1,8-Dihydroxy-4,5-dinitroanthraquinone
• CAS No.: 81-55-0
• Molecular Formula: C14H6N2O8
• Molecular Weight: 330.21
• Hs Code.: 29147000
• European Community (EC) Number: 201-360-3
• NSC Number: 81256
• UNII: HEO6302D6D
• DSSTox Substance ID: DTXSID0025076
• Nikkaji Number: J795A
• Wikidata: Q27279889
• ChEMBL ID: CHEMBL1535689
• Mol file: 81-55-0.mol

Synonyms:1,8-dinitro-4,5-dihydroxyanthraquinone

Chemical Property of 1,8-Dihydroxy-4,5-dinitroanthraquinone

Chemical Property:

• Appearance/Colour: brownish-gold solid
• Vapor Pressure: 1.57E-18mmHg at 25°C
• Melting Point: 225 °C (dec.)(lit.)
• Refractive Index: 1.782
• Boiling Point: 669.4 °C at 760 mmHg
• PKA: 3.45±0.20(Predicted)
• Flash Point: 280.9 °C
• PSA: 166.24000
• Density: 1.838 g/cm³
• LogP: 2.73600
• Storage Temp.: -20°C Freezer
• Solubility.: Dichloromethane (Very Slightly, Heated, Sonicated), DMSO (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 0
• Exact Mass: 330.01241515
• Heavy Atom Count: 24
• Complexity: 549

Purity/Quality:

99% ^*data from raw suppliers

1,8-Dihydroxy-4,5-dinitro-9,10-anthracenedione ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1[N+](=O)[O-])C(=O)C3=C(C=CC(=C3C2=O)O)[N+](=O)[O-])O
• Uses: 1,8-Dihydroxy-4,5-dinitro-9,10-anthracenedione is a NS2B-NS3 protease specific inhibitor that is used for treatment of Dengue and West Nile virus infections.

Technology Process of 1,8-Dihydroxy-4,5-dinitroanthraquinone

There total 4 articles about 1,8-Dihydroxy-4,5-dinitroanthraquinone 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: 76.0%

1,8-dihydroxy-9,10-anthracenedione (117-10-2) → 1,8-dihydroxy-4,5-dinitro-anthraquinone (81-55-0) + 1,8-Dihydroxy-2,5-dinitro-9,10-anthracenedione (39003-36-6)

Guidance literature:

With sulfuric acid; nitric acid; boric acid; at 25 ℃; for 1h;

DOI:10.1080/00397919408020767

Reference yield: 76.0%

1,8-dihydroxy-9,10-anthracenedione (117-10-2) → 1,8-dihydroxy-4,5-dinitro-anthraquinone (81-55-0)

Guidance literature:

With sulfuric acid; nitric acid; boric acid; at 25 ℃;

DOI:10.1080/00397919508015864

Reference yield:

→ 1,8-dihydroxy-4,5-dinitro-anthraquinone (81-55-0)

Guidance literature:

With sulfuric acid; nitric acid; at 5 - 10 ℃; Verseifen den Aether mit Alkalien;

upstream raw materials:

1,8-dihydroxy-9,10-anthracenedione

Downstream raw materials:

1,8-diamino-4,5-dihydroxyanthraquinone

4,5-diamino-1,8-dihydroxy-9,10-dioxo-9,10-dihydro-anthracene-2,7-disulfonic acid

1,8-dihydroxy-4-amino-5-nitro-anthraquinone

C₂₀H₁₁ClN₂O₆

Refernces

• 1、 Chang. "An improved procedure for the preparation of 4,5-dinitrochrysazin". . p. 931 - 937. Retrieved 2007/10/02.