1,4-Dichloro-5-nitroanthraquinone

Base Information

• Chemical Name: 1,4-Dichloro-5-nitroanthraquinone
• CAS No.: 3223-90-3
• Molecular Formula: C14H5 Cl2 N O4
• Molecular Weight: 322.104
• Hs Code.: 2914700090
• European Community (EC) Number: 221-750-7
• DSSTox Substance ID: DTXSID50185992
• Nikkaji Number: J262.329C
• Wikidata: Q83057174
• Mol file: 3223-90-3.mol

Synonyms:1,4-Dichloro-5-nitroanthraquinone;3223-90-3;1,4-dichloro-5-nitroanthracene-9,10-dione;EINECS 221-750-7;SCHEMBL10786361;DTXSID50185992;1,4-Dichloro-5-nitro-9,10-anthracenedione

Chemical Property of 1,4-Dichloro-5-nitroanthraquinone

Chemical Property:

• Vapor Pressure: 1.58E-11mmHg at 25°C
• Boiling Point: 535.1°Cat760mmHg
• Flash Point: 277.4°C
• PSA: 79.96000
• Density: 1.653g/cm³
• LogP: 4.20020
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 320.9595630
• Heavy Atom Count: 21
• Complexity: 492

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)[N+](=O)[O-])C(=O)C3=C(C=CC(=C3C2=O)Cl)Cl

Technology Process of 1,4-Dichloro-5-nitroanthraquinone

There total 5 articles about 1,4-Dichloro-5-nitroanthraquinone 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: 67.0%

1,4-dichloroanthraquinone (602-25-5) → 1,4-dichloro-5-nitro-anthraquinone (3223-90-3)

Guidance literature:

With sulfuric acid; nitric acid;

DOI:10.1016/S0040-4039(00)73069-3

Reference yield:

leucoquinazirin → 1,4-dichloro-5-nitro-anthraquinone (3223-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) PCl₅ / 2.) pentanol, reflux

2: 67 percent / HNO₃, H₂SO₄

With phosphorus pentachloride; sulfuric acid; nitric acid;

DOI:10.1016/S0040-4039(00)73069-3

Reference yield:

2-benzoyl-3,6-dichloro-benzoic acid (58497-41-9) → 1,4-dichloro-5-nitro-anthraquinone (3223-90-3)

Guidance literature:

Multi-step reaction with 2 steps

1: fuming sulfuric acid; boric acid / 100 °C

2: HNO₃+H₂SO₄

With sulfuric acid; nitric acid; boric acid;

upstream raw materials:

1,4-dichloroanthraquinone

2-benzoyl-3,6-dichloro-benzoic acid

Downstream raw materials:

1-amino-5,8-dichloroanthraquinone

1-amino-9,10-anthracenedione

Toluene-4-sulfonic acid 2-[5-chloro-6-oxo-7-(2,4,6-trimethyl-benzyloxy)-6H-dibenzo[cd,g]indazol-2-yl]-ethyl ester

5-Chloro-2-(2-hydroxy-ethyl)-10-(2,4,6-trimethyl-benzyloxy)-2H-dibenzo[cd,g]indazol-6-one

Refernces