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  • 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical

  • 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical

    Catalog Number
    ACM2564832-1
    CAS Number
    2564-83-2
    Product Name
    2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical
    Category
    Organic Radicals; Battery Materials; Polymerization Reagents
    Molecular Weight
    156.25g/mol
    Molecular Formula
    C9H18NO
    Canonical SMILES
    CC1(CCCC(N1[O])(C)C)C
    InChI
    InChI=1S/C9H18NO/c1-8(2)6-5-7-9(3,4)10(8)11/h5-7H2,1-4H3
    InChI Key
    QYTDEUPAUMOIOP-UHFFFAOYSA-N
    Application
    2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical serves as a versatile tool in various chemical processes due to its unique properties. It acts as a catalytic oxidant in the copper-catalyzed, environmentally friendly oxidation of alcohols under aerobic conditions, and is also effective in the iodobenzene diacetate oxidation of nerol to neral. Furthermore, it finds use in trapping styrenyl radicals generated from benzoyl peroxide during the nitroxide-mediated radical polymerization of styrene. In addition, it plays a crucial role in the carboxylation of water-resistant nanofibrillated cellulose films. This product facilitates the copper(I)/TEMPO-catalyzed aerobic oxidation of primary alcohols to aldehydes using ambient air as an oxidant. Beyond these applications, 2,2,6,6-Tetramethylpiperidine is utilized for its strong basicity in various industrial and synthetic processes, including serving as a light stabilizer for polyolefins, a cocatalyst in olefin polymerizations with Ziegler catalysts, and as a building block for synthesizing pharmaceuticals and crop protection agents.
    Complexity
    136
    Covalently-Bonded Unit Count
    1
    EC Number
    219-888-8
    Exact Mass
    156.138839g/mol
    Formal Charge
    0
    Heavy Atom Count
    11
    Log P
    1.85 (LogP)
    MeSH Entry Terms
    2,2,6,6-tetramethyl-1-piperidinyloxyl;2,2,6,6-tetramethyl-4-piperidine-N-oxide;2,2,6,6-tetramethylpiperidine-1-oxyl;oxoammonium TPO;TEMPO
    Monoisotopic Mass
    156.138839g/mol
    Rotatable Bond Count
    0
    UNII
    VQN7359ICQ
    XLogP3
    1.4
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