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    2. Fine Chemicals: Catalsts and Auxiliary Agents

      Home - Products List - Fine Chemicals: Catalsts and Auxiliary Agents

      2,2,6,6-Tetramethylpiperidinooxy (TEMPO)

      • Product Name: 2,2,6,6-Tetramethylpiperidinooxy (TEMPO)
      • CAS: 2564-83-2
      • Purity:
      • Appearance: orange crystals or powder

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      Factory supply 2,2,6,6-Tetramethylpiperidinooxy (TEMPO) 2564-83-2 with sufficient production capacity

      • Molecular Formula:C9H18NO
      • Molecular Weight:158.264
      • Appearance/Colour:orange crystals or powder 
      • Vapor Pressure:0.4 hPa (20 °C) 
      • Melting Point:36-38 °C(lit.) 
      • Refractive Index:1.4350 (estimate) 
      • Boiling Point:193 °C 
      • Flash Point:154 °F 
      • PSA:3.24000 
      • Density:1 g/cm3 
      • LogP:2.31290 

      2,2,6,6-Tetramethylpiperidinooxy(Cas 2564-83-2) Usage

      Purification Methods

      Purify TEMPO by sublimation (33o, water aspirator) [Hay & Fincke J Am Chem Soc 109 8012 1987, Keana Chem Rev 78 37 1978].

      General Description

      2,2,6,6-Tetramethylpiperidinooxy (TEMPO) is a stable nitroxide radical widely used in catalysis, dynamic nuclear polarization (DNP) for NMR, and polymer chemistry. It exhibits high reactivity in alcohol oxidation and serves as a key component in biradical systems for enhancing DNP efficiency. TEMPO derivatives can be modified for recyclability in catalytic processes or incorporated into stimuli-responsive polymers, demonstrating versatility in both synthetic and materials applications.

      InChI:InChI=1/C9H18NO/c1-8(2)6-5-7-9(3,4)10(8)11/h5-7H2,1-4H3

      2564-83-2 Relevant articles

      A Structurally Characterized Nonheme Cobalt-Hydroperoxo Complex Derived from Its Superoxo Intermediate via Hydrogen Atom Abstraction

      Wang, Chun-Chieh,Chang, Hao-Ching,Lai, Yei-Chen,Fang, Huayi,Li, Chieh-Chin,Hsu, Hung-Kai,Li, Zong-Yan,Lin, Tien-Sung,Kuo, Ting-Shen,Neese, Frank,Ye, Shengfa,Chiang, Yun-Wei,Tsai, Ming-Li,Liaw, Wen-Feng,Lee, Way-Zen

      , p. 14186 - 14189 (2016)

      Bubbling O2 into a THF solution of CoII(...

      Mechanism of electrochemical oxidation of 1-chloro-2,2,6,6- tetramethylpiperidine

      Kagan,Yanilkin,Morozov,Nastapova,Zhukova,Kashparov,Kashparova

      , p. 1001 - 1003 (2009)

      In contrast to 2,2,6,6-tetramethylpiperi...

      An Iron(III) Superoxide Corrole from Iron(II) and Dioxygen

      Albert, Therese,Goldberg, David P.,Mo?nne-Loccoz, Pierre,Sacramento, Jireh Joy D.,Siegler, Maxime

      , (2021/12/03)

      A new structurally characterized ferrous...

      The effect of viscosity on the coupling and hydrogen-abstraction reaction between transient and persistent radicals

      Li, Xiaopei,Kato, Tatsuhisa,Nakamura, Yasuyuki,Yamago, Shigeru

      supporting information, p. 966 - 972 (2021/04/29)

      The effect of viscosity on the radical t...

      Transformation of Formazanate at Nickel(II) Centers to Give a Singly Reduced Nickel Complex with Azoiminate Radical Ligands and Its Reactivity toward Dioxygen

      Ar, Deniz,Kilpatrick, Alexander F. R.,Cula, Beatrice,Herwig, Christian,Limberg, Christian

      supporting information, p. 13844 - 13853 (2021/05/04)

      The heteroleptic (formazanato)nickel bro...

      Controlling the Reactivity of a Metal-Hydroxo Adduct with a Hydrogen Bond

      Day, Victor W.,Hessefort, Logan,Jackson, Timothy A.,Opalade, Adedamola A.

      supporting information, p. 15159 - 15175 (2021/09/29)

      The enzymes manganese lipoxygenase (MnLO...

      2564-83-2 Process route

      2,2,6,6-tetramethylpiperidin-1-oxoammonium chloride
      26864-01-7

      2,2,6,6-tetramethylpiperidin-1-oxoammonium chloride

      2,2,6,6-tetramethylpiperidin-1-ol
      7031-93-8

      2,2,6,6-tetramethylpiperidin-1-ol

      2,2,6,6-Tetramethyl-1-piperidinyloxy free radical
      2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3

      2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

      N-methyl-N-phenylformamide
      93-61-8

      N-methyl-N-phenylformamide

      N-methylaniline
      100-61-8

      N-methylaniline

      Conditions
      Conditions Yield
      With N,N-dimethyl-aniline; In dichloromethane; at -78 ℃; for 0.5h; Further byproducts given;
      2,2,6,6-tetramethylpiperidin-1-oxoammonium chloride
      26864-01-7

      2,2,6,6-tetramethylpiperidin-1-oxoammonium chloride

      <i>N</i>,<i>N</i>-dimethyl-aniline
      121-69-7,77733-26-7

      N,N-dimethyl-aniline

      formaldehyd
      50-00-0,30525-89-4,61233-19-0

      formaldehyd

      2,2,6,6-tetramethylpiperidin-1-ol
      7031-93-8

      2,2,6,6-tetramethylpiperidin-1-ol

      2,2,6,6-Tetramethyl-1-piperidinyloxy free radical
      2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3

      2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

      N-methyl-N-phenylformamide
      93-61-8

      N-methyl-N-phenylformamide

      N-methylaniline
      100-61-8

      N-methylaniline

      Conditions
      Conditions Yield
      In dichloromethane; at 0 ℃; for 0.5h; Product distribution; Mechanism; var. ratio of oxoimonium ion/substrate, reactions at -80 deg C, var. N,N-dialkylanilines;

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        2,2,6,6-tetramethylpiperidin-1-ol

      • 26864-01-7
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        2,2,6,6-tetramethylpiperidin-1-oxoammonium chloride

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