1,4,5,8-Tetrachloroanthraquinone

Base Information

• Chemical Name: 1,4,5,8-Tetrachloroanthraquinone
• CAS No.: 81-58-3
• Molecular Formula: C14H4 Cl4 O2
• Molecular Weight: 345.997
• Hs Code.: 2914700090
• European Community (EC) Number: 201-362-4
• NSC Number: 513487
• UNII: LJC28L6W8L
• DSSTox Substance ID: DTXSID5058850
• Nikkaji Number: J33.316F
• Wikidata: Q72504727
• Mol file: 81-58-3.mol

Synonyms:1,4,5,8-Tetrachloroanthraquinone;81-58-3;1,4,5,8-tetrachloroanthracene-9,10-dione;9,10-Anthracenedione, 1,4,5,8-tetrachloro-;LJC28L6W8L;1,4,5,8-Tetrachloro-9,10-anthraquinone;EINECS 201-362-4;NSC 513487;NSC-513487;Anthraquinone, 1,4,5,8-tetrachloro-;9,10-Anthracenedione,1,4,5,8-tetrachloro-;C14H4Cl4O2;NSC513487;UNII-LJC28L6W8L;SCHEMBL1477149;1,5,8-Tetrachloroanthraquinone;9, 1,4,5,8-tetrachloro-;DTXSID5058850;1,4,5,8-tetrachloranthraquinon;Anthraquinone,4,5,8-tetrachloro-;1,4,5,8-tetrachloro-anthraquinone;MFCD00035801;AKOS015960615;1,5,8-Tetrachloro-9,10-anthraquinone;AC-11722;AS-10979;FT-0631368;T3300;D92688;A840166;W-104205;1,4,5,8-Tetrachloroanthra-9,10-quinone, AldrichCPR

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

Chemical Property:

• Appearance/Colour: Clear, colorless liquid.
• Vapor Pressure: 1.52E-10mmHg at 25°C
• Melting Point: -9oC
• Boiling Point: 510.7 ºC at 760 mmHg
• Flash Point: 213.5 ºC
• PSA: 34.14000
• Density: 1.672 g/cm³
• LogP: 5.07560
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly, Heated), DMSO (Slightly, Heated), Pyridine (Slightly, Heat
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 345.893590
• Heavy Atom Count: 20
• Complexity: 365

Purity/Quality:

99% ^*data from raw suppliers

1,4,5,8-Tetrachloroanthraquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xi
• Hazard Codes: T,Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C2C(=C1Cl)C(=O)C3=C(C=CC(=C3C2=O)Cl)Cl)Cl
• Uses: 1,4,5,8-Tetrachloroanthraquinone is an intermediate used to prepare trianthrimides as potential high-performance pigments. It can also be used to synthesize γ-aminobutyric acid analogs as novel potent GABA-AT (γ-aminobutyrate aminotransferase) inhibitors.

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

There total 16 articles about 1,4,5,8-Tetrachloroanthraquinone 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: 25.0%

2,5-diclorothiophene (3172-52-9,173777-89-4) + 5,8-dichloro-1,4-naphthoquinone (56961-94-5) → 1,4,5,8-tetrachloroanthraquinone (81-58-3)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 75 ℃;

DOI:10.3184/030823409X12586584303880

Reference yield:

sulfuric acid (7664-93-9) + 3,6-dichloro-2-(2,5-dichloro-benzoyl)-benzoic acid (100526-88-3) → 3,6-dichlorophthalic anhydride (4466-59-5) + para-dichlorobenzene (106-46-7,84348-21-0) + 1,4,5,8-tetrachloroanthraquinone (81-58-3)

Guidance literature:

at 180 ℃;

Reference yield:

9,10-phenanthrenequinone (84-65-1) → 1,4,5,8-tetrachloroanthraquinone (81-58-3)

Guidance literature:

With sulfuric acid; iodine; at 130 ℃;

upstream raw materials:

1,4,5-trichloro-8-hydroxy-anthraquinone

1-chloroanthracene-9,10-dione

1,8-dichloroanthraquinone

3,6-dichloro-2-(2,5-dichloro-benzoyl)-benzoic acid

Downstream raw materials:

1,4,5,8-tetrachloro-9,10-bis(phenylethynyl)-9,10-dihydroanthracene-9,10-diol

1,4,5,8-tetrakis(4-methoxyphenyl)-9,10-anthracenedione

1,4,5,8-tetrakis(4-ethoxyphenyl)anthraquinone

1,4,5,8-tetraaminoanthraquinone

Refernces