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  • 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical (purified by sublimation)

  • 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical (purified by sublimation)

    Catalog Number
    ACM2564832-2
    CAS Number
    2564-83-2
    Product Name
    2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical (purified by sublimation)
    Structure
    Category
    Organic Radicals; Other Material Building Blocks; Battery Materials; Polymerization Reagents
    Synonyms
    TEMPO Free Radical (purified by sublimation)
    Molecular Weight
    156.25
    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
    Melting Point
    40 °C
    Purity
    >99.0%(GC)(T)
    Appearance
    Orange to Brown powder to crystal
    Application
    The 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical, purified by sublimation and appearing as orange crystals or powder, serves multiple specialized purposes. It plays a key role as a catalytic oxidant in green chemistry, enabling the copper-catalyzed aerobic oxidation of alcohols, which aligns with more sustainable processes. It is also utilized in the iodobenzene diacetate oxidation of nerol to neral and effectively traps styrenyl radicals during the nitroxide-mediated radical polymerization of styrene, which is initiated by benzoyl peroxide. Moreover, this compound contributes to the carboxylation of water-resistant nanofibrillated cellulose films. Its function extends to catalyzing the oxidation of primary alcohols to aldehydes under ambient conditions using a Copper(I)/TEMPO catalyst system. With its strong reactivity and versatility, the compound supports advancements in polymer chemistry, sustainable materials, and fine chemical synthesis.
    Storage
    Store under inert gas
    Complexity
    136
    Covalently-Bonded Unit Count
    1
    EC Number
    219-888-8
    Exact Mass
    156.138839g/mol
    Formal Charge
    0
    Hazard Statements
    H314 : Causes severe skin burns and eye damage.
    Heavy Atom Count
    11
    Log P
    1.85 (LogP)
    MDL Number
    MFCD00009599
    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
    Precautionary Statements
    P501 : Dispose of contents/ container to an approved waste disposal plant.P260 : Do not breathe dusts or mists.P264 : Wash skin thoroughly after handling.P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water/shower.P301 + P330 + P331 : IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.P363 : Wash contaminated clothing before reuse.P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor.P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor.P405 : Store locked up.
    Rotatable Bond Count
    0
    Signal Word
    Danger
    UNII
    VQN7359ICQ
    XLogP3
    1.4
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