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    82-86-0

    Catalog No. EBD46028

    CAS 82-86-0

    Name Acenaphthenequinone

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    Basic Information

    Synonyms: Acenaphthylenequinone 1,2-acenaphthylenedione acenaphthylene-1,2-dione 1,2-Diketoacenaphthene Acenaphthenequinone

    Molecular Formula: C12H6O2

    Molecular Weight: 182.17

    MDL Number: MFCD00003805

    Categories: Materials Chemistry > Optoelectronic and Organic Semiconductor Materials > OLED and Organic Optoelectronic Precursors Synthetic Chemistry > Organic Building Blocks > Aldehydes and Ketones

    Product Description:
    Acenaphthenequinone is an organic compound with the molecular formula C₁₂H₆O₂. It is a yellow crystalline solid derived from acenaphthene through oxidation. Structurally, it features a fused polycyclic aromatic system with two carbonyl groups, making it a versatile building block in organic synthesis. Its primary and most significant application is in the field of materials science, particularly as a key precursor for the synthesis of organic semiconductors and light-emitting materials. It serves as a fundamental starting material for constructing n-type organic semiconductors, perylene diimide (PDI) derivatives, and various heteroacene structures used in organic light-emitting diodes (OLEDs), organic photovoltaics (OPVs), and organic field-effect transistors (OFETs). The quinone moiety allows for further functionalization to create complex π-conjugated systems essential for charge transport. Beyond its role in advanced materials, acenaphthenequinone is also utilized as an intermediate in the synthesis of dyes, pigments, and pharmaceuticals. It acts as a model substrate in photochemical and electrochemical studies. Handling requires standard precautions for organic solids, including avoidance of inhalation and contact with skin and eyes.
    Physical Properties

    Melting Point: 249-252 °C (dec.)(lit.)

    Boiling Point: 362.5 °C at 760 mmHg

    Flash Point: 150.2 °C

    Density: 1.424 g/cm3

    Solubility: INSOLUBLE

    Analytical Data

    Appearance: yellow crystals

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