1,4-Diaminoanthraquinone

Base Information

• Chemical Name: 1,4-Diaminoanthraquinone
• CAS No.: 128-95-0
• Deprecated CAS: 168681-27-4
• Molecular Formula: C14H10N2O2
• Molecular Weight: 238.246
• Hs Code.: 29223990
• European Community (EC) Number: 204-922-6
• NSC Number: 63807,7833
• UNII: N21HDQ0TKN
• DSSTox Substance ID: DTXSID2041252
• Nikkaji Number: J710.752H,J3.264F
• Wikidata: Q27284401
• ChEMBL ID: CHEMBL86771
• Mol file: 128-95-0.mol

Synonyms:1,4-DAA;1,4-diaminoanthraquinone

Chemical Property of 1,4-Diaminoanthraquinone

Chemical Property:

• Appearance/Colour: violet powder
• Vapor Pressure: 6.67E-12mmHg at 25°C
• Melting Point: 265-269 °C
• Refractive Index: 1.757
• Boiling Point: 544.2 °C at 760 mmHg
• PKA: 1.17±0.20(Predicted)
• Flash Point: 282.9 °C
• PSA: 86.18000
• Density: 1.456 g/cm³
• LogP: 2.78880
• Storage Temp.: Amber Vial, Refrigerator
• Solubility.: Soluble in benzene, pyridine, the difficulties, slightly soluble
• Water Solubility.: 0.33 mg/L at 25 ℃
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 238.074227566
• Heavy Atom Count: 18
• Complexity: 346

Purity/Quality:

99% ^*data from raw suppliers

1,4-Diaminoanthraquinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:
• Hazard Codes: R22:
• Statements: 22
• Safety Statements: 22-36/37

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)N)N
• Uses: As an anthraquinone derivative, 1,4-Diamino anthraquinone is a potent and selective protein kinase CK1 delta inhibitor. Studies suggest that it has potential solar cell applications. 1,4-Diamino anthraquinone can be used in studies as a potential competitive non-peptidic inhibitor of HIV-1 proteinase. Use as the intermediate of synthetic dyes. Use anthraquinone reductive dyes and dispersal dyes and acid dyes and intermediates. Itself to disperse dyestuffs purple. 1,4-Diaminoanthraquinone oxidized with different metal atoms gives rise to conducting coordination polymers consisting of difunctional ligand molecules linked by metal atoms. 1, 4-diaminoanthraquinone has solar cell applications. A hybrid Si/poly (1, 4-diaminoanthraquinone) photoconductive diode for optical sensor applications. Acts as the sequential incorporation of the mediator in electrochemical sensing of glucose on a gold electrode.

Technology Process of 1,4-Diaminoanthraquinone

There total 65 articles about 1,4-Diaminoanthraquinone 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: 89.0%

acid blue 25 (6408-78-2) → 1,4-diamino-9,10-anthraquinone (128-95-0)

Guidance literature:

With hydrogenchloride; acetic acid; tin(ll) chloride; for 3h; Heating;

DOI:10.1016/j.ejmech.2005.07.007

Reference yield: 79.0%

1-amino-9,10-anthracenedione (82-45-1) + N-butylamine (109-73-9,85404-21-3) → 1,4-diamino-9,10-anthraquinone (128-95-0) + 1-amino-4-butylaminoanthraquinone (62956-46-1)

Guidance literature:

With CoCl₂; In pyridine; at 30 ℃; for 8h;

DOI:10.1246/bcsj.53.3725

Reference yield: 75.0%

1-amino-4-nitroanthraquinone (6937-74-2) → 1,4-diamino-9,10-anthraquinone (128-95-0)

Guidance literature:

anthracene; In isopropyl alcohol; for 0.166667h; Irradiation;

upstream raw materials:

1-methyl-4-nitrosobenzene

1,4-diamino-anthracene-9,10-diol

1-amino-4-nitroanthraquinone

N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-formamide

Downstream raw materials:

1,4-bis-(2-hydroxyethylamino)anthraquinone

1,4-bisethylamino-anthraquinone

1,4-bis-(1-anthraquinonylamino)anthraquinone

1,4-bis-(2,3,5,6-tetramethyl-anilino)-anthraquinone

Refernces

• 1、 Wick. "". . p. 377. Retrieved 1967.
• 2、 Gornostaev,Zolotareva,Verkhovodova. "Reaction of 5-chloroanthra[1,9-cd]-6-isoxazolone with pyridine bases". . p. 879 - 882. Retrieved 1982.
• 3、 Sadeghi-Aliabadi, Hojjat,Tabarzadi, Maryam,Zarghi, Afshin. "Synthesis and cytotoxic evaluation of two novel anthraquinone derivatives". . p. 645 - 649. Retrieved 2007/10/03.
• 4、 Wormser,Sardessai,Abramson. "A facile method for preparing substituted 1-aminoanthraquinones". . p. 3211 - 3222. Retrieved 2007/10/02.