2-Aminoanthraquinone

Base Information

• Chemical Name: 2-Aminoanthraquinone
• CAS No.: 117-79-3
• Molecular Formula: C14H9NO2
• Molecular Weight: 223.231
• Hs Code.: 2922399090
• European Community (EC) Number: 204-208-4
• ICSC Number: 1579
• NSC Number: 5
• UNII: 65Z03V2Z09
• DSSTox Substance ID: DTXSID6020068
• Nikkaji Number: J55.384K
• Wikidata: Q27115949
• NCI Thesaurus Code: C44310
• ChEMBL ID: CHEMBL84685
• Mol file: 117-79-3.mol

Synonyms:2-amino-9,10-anthracenedione;2-aminoanthraquinone;2-aminoanthraquinone, conjugate monoacid;2-aminoanthraquinone, ion(1-)

Chemical Property of 2-Aminoanthraquinone

Chemical Property:

• Appearance/Colour: deep brown powder
• Vapor Pressure: 4.12E-09mmHg at 25°C
• Melting Point: 292-295 °C (dec.)(lit.)
• Refractive Index: 1.707
• Boiling Point: 472.9 °C at 760 mmHg
• PKA: 0.97±0.20(Predicted)
• Flash Point: 239.8 °C
• PSA: 60.16000
• Density: 1.383 g/cm³
• LogP: 2.62540
• Solubility.: ethanol: soluble(lit.)
• Water Solubility.: 163ug/L(25 oC)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 223.063328530
• Heavy Atom Count: 17
• Complexity: 352

Purity/Quality:

99% ^*data from raw suppliers

2-Aminoanthraquinone ^*data from reagent suppliers

Safty Information:

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

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=C(C=C3)N
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly when dispersed, especially if powdered.
• Uses: Dye and pharmaceutical intermediate. 2- Amino-3-hydroxyanthraquinone is an intermediate for CI Vat Red 10. 2-Aminoanthraquinone was used in fabrication of high performance electrode of supercapacitor based on chemically modified graphene hydrogel. It was used in preparation of ordered assemblies of organic and biological molecules on gold(111) surfaces.

Technology Process of 2-Aminoanthraquinone

There total 67 articles about 2-Aminoanthraquinone 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: 99.0%

2-nitroanthraquinone (605-27-6) → 2-aminoanthraquinone (117-79-3)

Guidance literature:

With sulfuric acid; palladium-carbon; In water; hydrogen;

Reference yield: 98.0%

C14H13N3 (1234379-65-7) → 2-aminoanthraquinone (117-79-3)

Guidance literature:

With sodium periodate; In water; ethyl acetate; at 20 ℃; for 0.333333h;

DOI:10.1016/j.tetlet.2010.05.103

Reference yield: 92.0%

2-amino-9,10-dihydroxy-9,10-dihydroanthracene → 2-aminoanthraquinone (117-79-3)

Guidance literature:

In neat (no solvent); at 20 ℃; for 0.0666667h; Microwave irradiation;

DOI:10.33224/rrch.2020.65.3.08

upstream raw materials:

2-chloroanthracene-9,10-dione

2-bromoanthracene-9,10-dione

2-nitroanthraquinone

2-acetamidoanthraquinone

Downstream raw materials:

ethyl-(anthraquinon-2-yl)carbamate

2-acetamidoanthraquinone

N-(9,10-dioxo-9,10-dihydroanthracen-2-yl)benzamide

N,N'-bis-(9,10-dioxo-9,10-dihydro-[2]anthryl)-benzamidine

Refernces

• 1、 Suzuki,Kawakami,Maeda. "Non-reductive conversion of 1-nitro-9,10-anthraquinone to 1-amino-9,10-anthraquinones". . p. 9217 - 9220. Retrieved 1994.
• 2、 Panahi, Farhad,Roozbin, Fatemeh,Rahimi, Sajjad,Moayyed, Mohammadesmaeil,Valaei, Aria,Iranpoor, Nasser. "A triazine-phosphite polymeric ligand bearing cage-like P,N-ligation sites: An efficient ligand in the nickel-catalyzed amination of aryl chlorides and phenols". supporting information. p. 80670 - 80678. Retrieved 2016/10/12.
• 3、 Telvekar, Vikas N.,Takale, Balaram S.. "Carbon-carbon cleavage of aryl diamines and quinone formation using sodium periodate: a novel application". experimental part. p. 3940 - 3943. Retrieved 2010/08/07.