1,8-Dinitroanthraquinone

Base Information

• Chemical Name: 1,8-Dinitroanthraquinone
• CAS No.: 129-39-5
• Molecular Formula: C14H6 N2 O6
• Molecular Weight: 298.211
• Hs Code.: 2914700090
• European Community (EC) Number: 204-943-0
• NSC Number: 37108
• UNII: P0846316GX
• DSSTox Substance ID: DTXSID9059599
• Nikkaji Number: J134.828K
• Wikidata: Q27285954
• Mol file: 129-39-5.mol

Synonyms:1,8-Dinitroanthraquinone;129-39-5;Waxoline Violet BA;9,10-Anthracenedione, 1,8-dinitro-;1,8-Dinitroanthracene-9,10-dione;1,8-dinitro-9,10-anthraquinone;Alizarine Violet R Base;C.I. Solvent Violet 14;Anthraquinone, 1,8-dinitro-;UNII-P0846316GX;EINECS 204-943-0;NSC 37108;NSC-37108;P0846316GX;CI Solvent Violet 14;9, 1,8-dinitro-;1,8-dinitroanthroquinone;Anthraquinone,8-dinitro-;1,8-dinitro-anthraquinone;SCHEMBL1303600;DTXSID9059599;1,8-Dinitroanthraquinone, 97%;5-Bromo-4-chloro-3-indolylacetate;NSC37108;MFCD00604817;AKOS015897248;AKOS015960396;AC-10687;BP-30093;MS-20627;FT-0777878;F87066;A854230;SR-01000325302;SR-01000325302-1;W-108364;Q27285954

Chemical Property of 1,8-Dinitroanthraquinone

Chemical Property:

• Vapor Pressure: 1.02E-12mmHg at 25°C
• Melting Point: 318-322
• Refractive Index: 1.714
• Boiling Point: 563.4 ºC at 760 mmHg
• Flash Point: 294 ºC
• PSA: 125.78000
• Density: 1.631 g/cm³
• LogP: 3.32480
• Storage Temp.: -20°C, Inert atmosphere
• Solubility.: DMSO (Slightly, Heated, Sonicated), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 298.02258592
• Heavy Atom Count: 22
• Complexity: 492

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,8-Dinitroanthraquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)[N+](=O)[O-])C(=O)C3=C(C2=O)C=CC=C3[N+](=O)[O-]
• Uses: 1,8-Dinitroanthracene-9,10-dione is used in preparation method of disperse dyes using 1-aminoanthraquinone DMF residue.

Technology Process of 1,8-Dinitroanthraquinone

There total 19 articles about 1,8-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: 77.0%

1.5-dinitroanthraquinone (82-35-9) → 1,8-dinitroanthraquinone (129-39-5)

Guidance literature:

In 5,5-dimethyl-1,3-cyclohexadiene;

Reference yield:

9,10-phenanthrenequinone (84-65-1) → 1-nitroanthraquinone (82-34-8) + 1.5-dinitroanthraquinone (82-35-9) + 1,8-dinitroanthraquinone (129-39-5)

Guidance literature:

With phosphoric acid; sulfuric acid; nitric acid; In tetrachloromethane; at 55 ℃; for 0.5h; var. mole ratio of acids, var. temp. and time;

DOI:10.1080/00397919108021595

Reference yield:

9,10-phenanthrenequinone (84-65-1) → 1.5-dinitroanthraquinone (82-35-9) + 1,8-dinitroanthraquinone (129-39-5)

Guidance literature:

With sulfuric acid; nitric acid; multistep reaction; potentiometric studies of optimum reaction conditions;

upstream raw materials:

1-amino-8-nitro-anthraquinone

9,10-phenanthrenequinone

sulfuric acid

nitric acid

Downstream raw materials:

1,8-dimethoxy-9,10-anthracenedione

1,8-bis(p-tolylamino)anthraquinone

1,8-diphenoxyanthracene-9,10-dione

1,4-dihydroxy-9,10-anthracenedione

Refernces

• 1、 Kozorez, L. A.,Bondarenko, N. A.. "CONTROLLED NITRATION OF ORGANIC COMPOUNDS. III. POTENTIOMETRIC STUDY OF THE NITRATION OF ANTHRAQUINONE". . p. 1854 - 1857. Retrieved 2007/10/02.
• 2、 -. "Process for producing 1,5-dinitroanthraquinone and 1,8-dinitroanthraquinone". . . Retrieved 2008/06/13.