1-Aminoanthraquinone

Base Information

• Chemical Name: 1-Aminoanthraquinone
• CAS No.: 82-45-1
• Molecular Formula: C14H9NO2
• Molecular Weight: 223.231
• Hs Code.: 2922.30
• European Community (EC) Number: 201-423-5
• NSC Number: 30415,458
• UNII: N5YYY1NEUI
• DSSTox Substance ID: DTXSID2052572
• Nikkaji Number: J55.383B
• Wikidata: Q27284591
• ChEMBL ID: CHEMBL88502
• Mol file: 82-45-1.mol

Synonyms:1-aminoanthraquinone

Chemical Property of 1-Aminoanthraquinone

Chemical Property:

• Appearance/Colour: deep brown crystalline powder
• Vapor Pressure: 8.04E-09mmHg at 25°C
• Melting Point: 253-255 °C(lit.)
• Refractive Index: 1.707
• Boiling Point: 464.9 °C at 760 mmHg
• PKA: -0.51±0.20(Predicted)
• Flash Point: 235 °C
• PSA: 60.16000
• Density: 1.383 g/cm³
• LogP: 2.62540
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in alcohol, benzene, chlroform, ether, glacial acetic ac
• Water Solubility.: 312.5ug/L(25 oC)
• XLogP3: 3.2
• 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:

98% ^*data from raw suppliers

1-Aminoanthracene-9,10-dione ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 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(C2=O)C(=CC=C3)N
• Description: Anthraquinone dyes are the second largest class of dyes after azo dyes, and 1-aminoanthraquinone is an important intermediate for the synthesis of anthraquinone dyes. It is the main raw materials of amino acid and pyrazole anthraquinone occupy an extremely important position in the dye industry.
• Uses: 1-Aminoanthraquinone is the most important intermediate for manufacturing acid, reactive, disperse, and vat dyes. In the manufacturing of dyes and pharmaceuticals

Technology Process of 1-Aminoanthraquinone

There total 156 articles about 1-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: 99.3%

1-nitroanthraquinone (82-34-8) → 1-amino-9,10-anthracenedione (82-45-1)

Guidance literature:

With sodium hydrogensulfide;

Reference yield: 98.0%

concentrated sodium hydroxide + 1-(acetylamino)anthraquinone (3274-19-9) → 1-amino-9,10-anthracenedione (82-45-1)

Guidance literature:

In water;

Reference yield: 93.0%

1,8-dinitroanthroquinone + 1-nitroanthraquinone (82-34-8) + 1.5-dinitroanthraquinone (82-35-9) + 9,10-phenanthrenequinone (84-65-1) → 1-amino-9,10-anthracenedione (82-45-1)

Guidance literature:

With sodium hydroxide; palladium-carbon; In methanol; nitrogen; hydrogen;

upstream raw materials:

phthalimide

1-chloroanthracene-9,10-dione

D-glucose

1-methyl-4-nitrosobenzene

Downstream raw materials:

1-(2-hydroxyethylamino)anthracene-9,10-dione

N,N'-bis-(9,10-dioxo-9,10-dihydro-[1]anthryl)-succinamide

N,N'-bis-(9,10-dioxo-9,10-dihydro-[1]anthryl)-phthalamide

1,1'-(6-phenyl-[1,3,5]triazine-2,4-diyldiamino)-bis-anthraquinone

Refernces

• 1、 Nomura, Kotohiro,Ishino, Masaru,Hazama, Motoo. "Efficient Selective Reduction of Aromatic Nitro Compounds Affording Aromatic Amines under CO/H2O Conditions Catalyzed by Amine-Added Rhodium-Carbonyl Complexes". . p. 2624 - 2628. Retrieved 1991.
• 2、 -. "TARGETED BIFUNCTIONAL DEGRADERS". Page/Page column 164; 165. . Retrieved 2021/04/17.
• 3、 AHMADI, Sayed Ali,GHALEHBANDI, Shermineh Sadat,GHAZANFARI, Dadkhoda,SHEIKHHOSSEINI, Enayatollah. "Solvent-free, microwave assisted oxidation of alcohols with 4-hydroxypyridinium chlorochromate functionalized silica gel". . p. 283 - 289. Retrieved 2020/10/06.