1,4-Diamino-2,3-dichloroanthraquinone

Base Information

• Chemical Name: 1,4-Diamino-2,3-dichloroanthraquinone
• CAS No.: 81-42-5
• Deprecated CAS: 12227-83-7,273400-71-8,70956-27-3,269734-21-6,269734-21-6,273400-71-8,70956-27-3
• Molecular Formula: C14H8Cl2N2O2
• Molecular Weight: 307.136
• Hs Code.: 29223990
• European Community (EC) Number: 201-348-8,615-223-4
• DSSTox Substance ID: DTXSID1058844
• Nikkaji Number: J4.607H
• Wikidata: Q72462786
• Mol file: 81-42-5.mol

Synonyms:1,4-diamino-2,3-dichloroanthraquinone

Chemical Property of 1,4-Diamino-2,3-dichloroanthraquinone

Chemical Property:

• Appearance/Colour: dark purple powder
• Vapor Pressure: 2.02E-14mmHg at 25°C
• Melting Point: 295 °C
• Refractive Index: 1.756
• Boiling Point: 601.4 °C at 760 mmHg
• PKA: -1.73±0.20(Predicted)
• Flash Point: 317.5 °C
• PSA: 86.18000
• Density: 1.637 g/cm³
• LogP: 4.09560
• Water Solubility.: 80μg/L
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 305.9962829
• Heavy Atom Count: 20
• Complexity: 405

Purity/Quality:

99% ^*data from raw suppliers

1,4-Diamino-2,3-dichloroanthraquinone >93.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C(=C3N)Cl)Cl)N
• Uses: 1,4-Diamino-2,3-dichloroanthraquinone (CI Disperse Violet 28) is an important compound as an intermediate for CI Disperse Blue 60 and CI Disperse Violet 26.

Technology Process of 1,4-Diamino-2,3-dichloroanthraquinone

There total 7 articles about 1,4-Diamino-2,3-dichloroanthraquinone 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: 98.1%

1,4-diamino-2,3-dihydroanthraquinone (81-63-0) → 1,4-diamino-2,3-dichloroanthraquinone (81-42-5,70956-27-3)

Guidance literature:

1,4-diamino-2,3-dihydroanthraquinone; With zinc dioxide; In chlorobenzene; at 50 - 60 ℃; for 0.333333h; Green chemistry;

With sulfuryl dichloride; In chlorobenzene; at 50 - 60 ℃; for 0.666667h; Temperature; Green chemistry;

Reference yield:

1,4-diamino-9,10-anthraquinone (128-95-0) → 1,4-diamino-2,3-dichloroanthraquinone (81-42-5,70956-27-3)

Guidance literature:

With sulfuryl dichloride; nitrobenzene;

Reference yield:

2,3-dichloro-1,4-diaminoanthraquinone diboracetate (90655-97-3) → 1,4-diamino-2,3-dichloroanthraquinone (81-42-5,70956-27-3) + 1,4-diamino-3-acetoxy-2-chloroanthraquinone (90656-12-5)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 80 ℃; for 0.5h;

upstream raw materials:

1,2,3,4-tetrachloro-9,10-anthraquinone

1,4-diamino-9,10-anthraquinone

1,4-diamino-anthracene-9,10-diol

2,3-dichloro-1,4-diaminoanthraquinone diboracetate

Downstream raw materials:

1,4-diamino-2,3-diphenoxyanthraquinone

1,4-diamino-2-chloro-3-phenoxy-anthraquinone

8,17-diamino-7,16-dichloro-6,15-dihydro-dinaphtho[2,3-a;2',3'-h]phenazine-5,9,14,18-tetraone

4,5-bis-p-tolylmercapto-anthra[1,9-de;4,10-d'e']bis[1,2,3]oxathiazine-2,2,7,7-tetraoxide

Refernces

• 1、 -. "Refining process of 1,4-diamino-2,3-dichloroanthraquinone". Paragraph 0009; 0010. . Retrieved 2019/01/08.