1-Hydroxyanthraquinone

Base Information

• Chemical Name: 1-Hydroxyanthraquinone
• CAS No.: 129-43-1
• Molecular Formula: C14H8 O3
• Molecular Weight: 224.216
• Hs Code.: 2914690090
• European Community (EC) Number: 204-946-7
• NSC Number: 8640
• UNII: LFU129OE9H
• DSSTox Substance ID: DTXSID1020722
• Nikkaji Number: J53.422F
• Wikidata: Q27103937
• Metabolomics Workbench ID: 51872
• ChEMBL ID: CHEMBL501834
• Mol file: 129-43-1.mol

Synonyms:1-hydroxy-9,10-anthraquinone;1-hydroxyanthraquinone

Chemical Property of 1-Hydroxyanthraquinone

Chemical Property:

• Appearance/Colour: Red-orange to fine yellow crystals
• Vapor Pressure: 1.79E-07mmHg at 25°C
• Melting Point: 194 ºC
• Refractive Index: 1.5400 (estimate)
• Boiling Point: 414.8°Cat760mmHg
• PKA: 7.15±0.20(Predicted)
• Flash Point: 218.8°C
• PSA: 54.37000
• Density: 1.423g/cm³
• LogP: 2.16760
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 224.047344113
• Heavy Atom Count: 17
• Complexity: 349

Purity/Quality:

98% ^*data from raw suppliers

1-Hydroxyanthraquinone >98.0%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36/37/38-40-36
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Dyes -> Anthraquinone Dyes
• Canonical SMILES: C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=CC=C3)O

Technology Process of 1-Hydroxyanthraquinone

There total 148 articles about 1-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: 80.0%

9,10-phenanthrenequinone (84-65-1) → 2-hydroxy-9,10-anthraquinone (605-32-3) + anthracen-9(10H)-one (90-44-8) + 1-hydroxyanthraquinone (129-43-1) + bianthronyl (434-84-4)

Guidance literature:

In sulfuric acid; at 15 ℃; Product distribution; Mechanism; Quantum yield; Irradiation; N₂;

DOI:10.1039/c39800000676

Reference yield: 70.0%

9,10-phenanthrenequinone (84-65-1) → 2-hydroxy-9,10-anthraquinone (605-32-3) + 1-hydroxyanthraquinone (129-43-1) + 1,4-dihydroxy-9,10-anthracenedione (81-64-1,103220-12-8)

Guidance literature:

With sulfuric acid; at 25 ℃; Irradiation;

Reference yield: 70.0%

1-nitroanthraquinone (82-34-8) → 1-hydroxyanthraquinone (129-43-1) + 1-amino-9,10-anthracenedione (82-45-1) + disperse orange 11 (82-28-0)

Guidance literature:

In N,N-dimethyl-formamide; for 8h; Heating;

upstream raw materials:

pyridine

1-nitroanthraquinone

tetrachloromethane

1-acetoxy-5-hydroxy-9,10-dioxo-1,4,4a,9,9a,10-hexahydroanthracene

Downstream raw materials:

1-chloroanthracene-9,10-dione

1,2-dihydroxy-9,10-anthracenedione

1-Hydroxy-anthrahydrochinon

4-chloro-1-hydroxyanthraquinone

Refernces

• 1、 Goldstein,Gardner. "-". . p. 2130. Retrieved 1934.
• 2、 Sutherland, James K.,Towers, Patrick,Greenhalgh, Colin W.. "Substitution of Quinizarin and 5-Hydroxyquinizarin at C-2". . p. 740 - 741. Retrieved 1981.
• 3、 Geyer,Smith. "-". . p. 1649. Retrieved 1942.
• 4、 Hauser, Frank M.,Prasanna, Subbarao. "Novel Oxidative Transformation: Regiospecific Preparation of Naturally Occurring 1-Hydroxyanthraquinones". . p. 383 - 384. Retrieved 1982.
• 5、 Kraus, George A.,Woo, Soon Hyung. "Diels-Alder Reactions of Quinone Sulfoxides". . p. 114 - 116. Retrieved 1986.
• 6、 -. "TARGETED BIFUNCTIONAL DEGRADERS". Page/Page column 34; 164; 165. . Retrieved 2021/04/17.
• 7、 Nadali, Samaneh,Khoshroo, Ali,Aghapour, Ghasem. "Efficient reductive Claisen rearrangement of prop-2’-enyloxyanthraquinones and 2’-chloroprop-2’-enyloxyanthraquinones with iron powder in ionic liquids". . p. 883 - 895. Retrieved 2018/06/07.