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  • 1,4-Diaminoanthraquinone

  • 1,4-Diaminoanthraquinone

    Catalog Number
    ACMA00016762
    Product Name
    1,4-Diaminoanthraquinone
    Category
    Polymers
    IUPAC Name
    1,4-diaminoanthracene-9,10-dione
    Molecular Weight
    238.24g/mol
    Molecular Formula
    C14H10N2O2
    Canonical SMILES
    C1=CC=C2C(=C1)C(=O)C3=C(C=CC(=C3C2=O)N)N
    InChI
    InChI=1S/C14H10N2O2/c15-9-5-6-10(16)12-11(9)13(17)7-3-1-2-4-8(7)14(12)18/h1-6H,15-16H2
    InChI Key
    FBMQNRKSAWNXBT-UHFFFAOYSA-N
    Melting Point
    268.0 °C
    Application
    1,4-Diaminoanthraquinone serves a versatile role in various applications due to its unique chemical structure, which combines quinone and amine functions with an aromatic base. This configuration allows it to have five distinct electrochemical oxidation states, enhancing its functionality in oxidative and reductive reactions. Despite its low solubility in common polar organic solvents, 1,4-Diaminoanthraquinone is crucial as an intermediate in the production of numerous synthetic dyes, including reductive, dispersal, and acid dyes, as well as purple disperse dyestuffs. Moreover, its ability to be oxidized with metal atoms allows for the formation of conducting coordination polymers, which are vital in the development of advanced materials. Its applications extend to solar cells and optical sensor technology, evident in hybrid silicon/poly (1,4-diaminoanthraquinone) photoconductive diodes. Additionally, it plays a role in electrochemical sensing, facilitating glucose detection on gold electrodes. Therefore, 1,4-Diaminoanthraquinone is a critical component in advancing both dye synthesis and innovative technological applications.
    Complexity
    346
    Covalently-Bonded Unit Count
    1
    EC Number
    204-922-6;615-398-7
    Exact Mass
    238.074228g/mol
    Formal Charge
    0
    Heavy Atom Count
    18
    Log P
    3.0 (LogP)
    MeSH Entry Terms
    1,4-DAA;1,4-diaminoanthraquinone
    Monoisotopic Mass
    238.074228g/mol
    NSC Number
    63807;7833
    Rotatable Bond Count
    0
    UNII
    N21HDQ0TKN
    Vapor Pressure
    2.00e-10 mmHg
    XLogP3
    2.6
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