1-Amino-4-hydroxyanthraquinone

Base Information

• Chemical Name: 1-Amino-4-hydroxyanthraquinone
• CAS No.: 116-85-8
• Deprecated CAS: 54466-29-4
• Molecular Formula: C14H9NO3
• Molecular Weight: 239.23
• Hs Code.: 29225000
• European Community (EC) Number: 204-163-0
• NSC Number: 1485
• UNII: 15FG1M8OP9
• DSSTox Substance ID: DTXSID1059440
• Nikkaji Number: J2.903C
• Wikidata: Q63391906
• ChEMBL ID: CHEMBL88326
• Mol file: 116-85-8.mol

Synonyms:1-amino-4-hydroxyanthraquinone;C.I. Disperse Red 15;disperse red 15;DR15 dye

Chemical Property of 1-Amino-4-hydroxyanthraquinone

Chemical Property:

• Appearance/Colour: deep purple to dark brown crystalline powder
• Vapor Pressure: 4.67E-11mmHg at 25°C
• Melting Point: 207-209 °C
• Refractive Index: 1.745
• Boiling Point: 510.843 °C at 760 mmHg
• PKA: 7.38±0.20(Predicted)
• Flash Point: 262.748 °C
• PSA: 80.39000
• Density: 1.497 g/cm³
• LogP: 2.33100
• Water Solubility.: Soluble in water, ethanol, acetone, benzene.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 239.058243149
• Heavy Atom Count: 18
• Complexity: 381

Purity/Quality:

1-Amino-4-hydroxyanthraquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 68-65-40-33
• Safety Statements: 36/37-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C=CC(=C3C2=O)O)N
• Uses: The use of the inclusion complex of 1-amino-4-hydroxyanthraquinone (AHA) in the internal cavity of β-cyclodextrin confers increased sensitivity, selectivity and detection limit, and allows the determination of 10-70 ng ml-1 beryllium, compared to 60-500 ng ml-1 in the absence of the cyclodextrin.

Technology Process of 1-Amino-4-hydroxyanthraquinone

There total 68 articles about 1-Amino-4-hydroxyanthraquinone 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: 92.0%

1-hydroxylaminoanthraquinone (56613-39-9) → 4-hydroxy-1-aminoanthraquinone (116-85-8)

Guidance literature:

With sulfuric acid; for 0.5h; Ambient temperature;

Reference yield: 83.0%

C20H20BNO4 → 4-hydroxy-1-aminoanthraquinone (116-85-8)

Guidance literature:

C₂₀H₂₀BNO₄; With sodium hydroxide; In water; at 60 ℃; for 0.166667h;

With dihydrogen peroxide; for 2h;

Reference yield: 80.0%

2-(3-bromo-5-aminobenzoyl)benzoic acid (52603-35-7) → 4-hydroxy-1-aminoanthraquinone (116-85-8)

Guidance literature:

With sulfuric acid; at 100 ℃; for 1h;

upstream raw materials:

phthalic anhydride

4-amino-phenol

1-azidoanthracene-9,10-dione

9,10-dioxo-1-anthracenediazonium

Downstream raw materials:

4-Acetylamino-1-hydroxy-9,10-anthracenedione

1-amino-2-bromo-4-hydroxyanthraquinone

1-hydroxyanthraquinone

1,4-dihydroxy-9,10-anthracenedione

Refernces

• 1、 Kikuchi, Masashi,Yamagishi, Takamichi,Hida, Mitsuhiko. "Kinetic Studies on the Amination of Leucoquinizarin". . p. 1209 - 1212. Retrieved 1982.
• 2、 -. "COMPOUND, PHOTOSENSITIVE RESIN COMPOSITION COMPRISING THE SAME, PHOTO RESIST, COLOR FILTER, AND DISPLAY DEVICE". . . Retrieved 2020/03/25.
• 3、 Popov, S.I.,Kopylova, T.M.,Andrievskii, A.M.,Medvedev, S.V.,Yatsenko, A.V.. "BROMINATION OF 2-BENZOYLBENZOIC ACIDS". . p. 279 - 285. Retrieved 2007/10/02.