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  • 1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane

  • 1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane

    Catalog Number
    ACM3345297-1
    CAS Number
    3345-29-7
    Product Name
    1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane
    Structure
    Category
    Hydrophobic Polymers; Electronic Materials
    IUPAC Name
    2,2,3,3,8,8,9,9-octafluorotricyclo[8.2.2.24,7]hexadeca-1(13),4,6,10(14),11,15-hexaene
    Molecular Weight
    352.22g/mol
    Molecular Formula
    C16H8F8
    Canonical SMILES
    C1=CC2=CC=C1C(C(C3=CC=C(C=C3)C(C2(F)F)(F)F)(F)F)(F)F
    InChI
    InChI=1S/C16H8F8/c17-13(18)9-1-2-10(4-3-9)14(19,20)16(23,24)12-7-5-11(6-8-12)15(13,21)22/h1-8H
    InChI Key
    KCKIWSAAWFKXMA-UHFFFAOYSA-N
    Application
    1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane is primarily designed for applications that demand high-temperature resilience and long-term UV stability. This compound is beneficial across various fields, including aerospace, military, electronics, medical, and industrial sectors. In the semiconductor industry, it's employed for 3D IC TSV electrical insulation, AMOLED de-bonding layers, and barrier layers. Moreover, it serves as a protective film for Bio-MEMS electrodes and is utilized in liquid lenses for Electro Wetting Devices (EWD). Additionally, it supports cross-coupling reactions where it effectively couples with different arylboronic acids and boronic acid pinacol esters, excluding sterically challenging structures. The standard Suzuki method allows it to integrate into dicyclophane containing two separate units linked by benzene rings. Its spectroscopic utility is enhanced by a shorter reaction time compared to 1-fluorocyclopropane, with similar spectral properties and a mass spectrum indicative of monosubstituted aromatic hydrocarbons.
    Complexity
    383
    Covalently-Bonded Unit Count
    1
    Exact Mass
    352.049826g/mol
    Formal Charge
    0
    Heavy Atom Count
    24
    Monoisotopic Mass
    352.049826g/mol
    Rotatable Bond Count
    0
    XLogP3
    5.2
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