1,5-Dinitroanthraquinone

Base Information

• Chemical Name: 1,5-Dinitroanthraquinone
• CAS No.: 82-35-9
• Molecular Formula: C14H6 N2 O6
• Molecular Weight: 298.211
• European Community (EC) Number: 201-414-6
• NSC Number: 37583
• DSSTox Substance ID: DTXSID4058869
• Nikkaji Number: J55.391C
• Wikidata: Q72472443
• Mol file: 82-35-9.mol

Synonyms:1,5-Dinitroanthraquinone;82-35-9;1,5-dinitroanthracene-9,10-dione;1,5-Dinitroanthrachinon;9,10-Anthracenedione, 1,5-dinitro-;1,5-Dinitroanthrachinon [Czech];EINECS 201-414-6;NSC 37583;BRN 2008432;ANTHRAQUINONE, 1,5-DINITRO-;4-07-00-02562 (Beilstein Handbook Reference);C14H6N2O6;NSC37583;1,5-dinitroanthraquinon;9, 1,5-dinitro-;Anthraquinone,5-dinitro-;1,5-dinitro-anthraquinone;1 5-Dinitroanthraquinone97;SCHEMBL2347136;DTXSID4058869;1,5-Dinitroanthraquinone, 97%;1,5-dinitroanthra-9,10-quinone;MFCD00185867;NSC-37583;AKOS001482343;WLN: L C666 BV IVJ DNW KNW;AS-17498;LS-20679;EU-0066991;W-104180;1-(6-METHYLPYRIDYL)-2-QUINOLIN-4-YLETHANONE

Chemical Property of 1,5-Dinitroanthraquinone

Chemical Property:

• Vapor Pressure: 1.02E-12mmHg at 25°C
• Melting Point: 250 °C (dec.)(lit.)
• Refractive Index: 1.5910 (estimate)
• Boiling Point: 563.4°C at 760 mmHg
• Flash Point: 294°C
• PSA: 125.78000
• Density: 1.631g/cm³
• LogP: 3.32480
• 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: 488

Purity/Quality:

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

1,5-Dinitroanthraquinone97% ^*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: 1,5-Dinitroanthraquinone has been used in a study to understand the effect of its oxygenous substituents on the color ratio, when it is a part of spectral flare compositions. It may be used to prepare 3,4,7,8-tetrabromo-1,5-dinitroanthraquinone via bromination using molecular bromine and nitric acid as a co-reagent.

Technology Process of 1,5-Dinitroanthraquinone

There total 23 articles about 1,5-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: 97.1%

α,α-dinitroanthraquinone + 1,8-dinitroanthraquinone (129-39-5) → HNO3 -moist 1,5-dinitroanthraquinone + 1.5-dinitroanthraquinone (82-35-9)

Guidance literature:

Reference yield: 79.4%

Diethyl phthalate (84-66-2) → 1.5-dinitroanthraquinone (82-35-9)

Guidance literature:

Reference yield: 75.25%

dinitro-anthraquinone (57875-61-3) + phthalic acid dimethyl ester (131-11-3,64441-70-9) → 1.5-dinitroanthraquinone (82-35-9)

Guidance literature:

upstream raw materials:

1-nitroanthraquinone

1,5-anthraquinone disulfonate

1-amino-5-nitroanthraquinone

9,10-phenanthrenequinone

Downstream raw materials:

1,5-dimethoxy-anthraquinone

1,5-bis(p-tolyloxy)anthracene-9,10-dione

1,5-dihydroxyanthraquinone

bis-1,5-(phenylthio)-9,10-anthraquinone

Refernces

• 1、 Sharghi,Tamaddon. "An efficient procedure for the preparation of 1-nitroanthraquinone". . p. 2349 - 2359. Retrieved 2007/10/02.
• 2、 Ponomarev, V. A.,Esip, V. P.,Yakobi, V. A.. "OXIDATIVE NITRATION OF ANTRAQUINONE AND 2-METHYLANTHRAQUINONE". . p. 1682 - 1684. Retrieved 2007/10/02.