3-Amino-1,2-dihydroxyanthraquinone

Base Information

• Chemical Name: 3-Amino-1,2-dihydroxyanthraquinone
• CAS No.: 3963-78-8
• Molecular Formula: C14H9 N O4
• Molecular Weight: 255.23
• Hs Code.: 2922509090
• NSC Number: 39882
• UNII: A8Q5T7UZ9F
• DSSTox Substance ID: DTXSID60192733
• Nikkaji Number: J8.280E
• Wikidata: Q83065398
• ChEMBL ID: CHEMBL1436129
• Mol file: 3963-78-8.mol

Synonyms:3-amino-1,2-dihydroxyanthracene-9,10-dione;3963-78-8;3-Aminoalizarin;3-Amino-1,2-dihydroxyanthraquinone;Alizarin, 3-amino-;1,2-Dihydroxy-3-aminoanthraquinone;Anthraquinone, 3-amino-1,2-dihydroxy-;A8Q5T7UZ9F;9,10-Anthracenedione, 3-amino-1,2-dihydroxy-;NSC-39882;NSC39882;NSC 39882;UNII-A8Q5T7UZ9F;cid_95861;SCHEMBL8773167;9, 3-amino-1,2-dihydroxy-;9,10-Anthracenedione, 3-amino-1,2-dihydroxy- (9CI);CHEMBL1436129;BDBM32214;DTXSID60192733;3-amino-1,2-dihydroxy-9,10-anthraquinone;CS-0112047;3-azanyl-1,2-bis(oxidanyl)anthracene-9,10-dione;3-AMINO-1,2-DIHYDROXY-9,10-DIHYDROANTHRACENE-9,10-DIONE

Chemical Property of 3-Amino-1,2-dihydroxyanthraquinone

Chemical Property:

• Vapor Pressure: 1.86E-10mmHg at 25°C
• Melting Point: >359.85°C
• Refractive Index: 1.4700 (estimate)
• Boiling Point: 495.9°Cat760mmHg
• PKA: 6.97±0.20(Predicted)
• Flash Point: 253.7°C
• PSA: 100.62000
• Density: 1.613g/cm³
• LogP: 2.03660
• XLogP3: 2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 255.05315777
• Heavy Atom Count: 19
• Complexity: 410

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=CC(=C(C(=C3C2=O)O)O)N

Technology Process of 3-Amino-1,2-dihydroxyanthraquinone

There total 14 articles about 3-Amino-1,2-dihydroxyanthraquinone 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: 90.0%

3-nitroalizarin (568-93-4) → 3-amino-1,2-dihydroxyanthraquinone (3963-78-8)

Guidance literature:

With hydrogenchloride; tin; In ethanol; at 20 ℃;

DOI:10.3390/molecules24050845

Reference yield:

1,2-dihydroxy-9,10-anthracenedione (72-48-0,84754-86-9) → 3-amino-1,2-dihydroxyanthraquinone (3963-78-8)

Guidance literature:

Multi-step reaction with 2 steps

1: nitric acid; acetic acid / 50 °C

2: tin; tin(II) chloride dihdyrate; hydrogenchloride / water; ethanol / 20 °C

With hydrogenchloride; tin; tin(II) chloride dihdyrate; nitric acid; acetic acid; In ethanol; water;

DOI:10.1016/j.ejmech.2019.01.085

Reference yield:

→ 3-amino-1,2-dihydroxyanthraquinone (3963-78-8)

Guidance literature:

With ammonium hydroxide; hydrogen sulfide;

upstream raw materials:

hydrogenchloride

11-acetoxy-2-methyl-anthra[2,3-d]oxazole-5,10-dione

3-nitroalizarin

sulfuric acid

Downstream raw materials:

11-hydroxy-2-phenyl-anthra[2,3-d]oxazole-5,10-dione

alizarine Blue