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    259-79-0

    Catalog No. EBD53672

    CAS 259-79-0

    Name Biphenylene

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    Basic Information

    Synonyms: 1,1'-biphenylene cyclobutadibenzene dibenzocyclobutadiene diphenylene rarechemaqbd0ba5 biphenylene,99+% tricyclo[6.4.0.02,7]dodeca-1(8),2(7),3,5,9,11-hexene biphenylene

    Molecular Formula: C12H8

    Molecular Weight: 152.19

    MDL Number: MFCD00001110

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

    Product Description:
    Biphenylene is a polycyclic aromatic hydrocarbon (PAH) with a unique structure consisting of two benzene rings fused in a four-membered ring. This non-benzenoid hydrocarbon is a fundamental unit in the study of strained aromatic systems and novel carbon allotropes. Its synthesis and properties have been a subject of significant theoretical and experimental interest in organic chemistry. The primary application of biphenylene lies in materials science, particularly as a precursor or model compound for novel carbon-based materials and organic semiconductors. Its unique electronic structure, arising from the antiaromatic cyclobutadiene ring fused between two benzene rings, makes it a valuable building block for designing materials with specific optoelectronic properties. It serves as a fundamental unit in the synthesis of larger polycyclic aromatic hydrocarbons and graphene nanoribbons with tailored edges and electronic band gaps, which are relevant for organic light-emitting diodes (OLEDs) and field-effect transistors (FETs). While not a commodity chemical, biphenylene is a specialized research chemical. Its high strain energy and reactivity make it a fascinating subject for fundamental studies in physical organic chemistry and a potential synthon for advanced functional materials.
    Physical Properties

    Melting Point: 113-114 °C(lit.)

    Boiling Point: 262.417 °C at 760 mmHg

    Flash Point: 99.575 °C

    Density: 1.19 g/cm3

    mg g kg ml l t