2,2,6,6-tetramethylpiperidine-1-oxyl bromide | 85917-27-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2,2,6,6-tetramethylpiperidine-1-oxyl bromide
• 英文别名: 2,2,6,6-tetramethyl-1-oxopiperidinebromide；1-Oxo-2,2,6,6-tetramethylpiperidinium bromide；2,2,6,6-tetramethylpiperidin-1-ium 1-oxide;bromide
• CAS: 85917-27-7
• 化学式: Br*C₉H₁₈NO
• 分子量: 236.152
• InChiKey: PJAVCFQMWXUNQV-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.49
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  20.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2,6,6-四甲基哌啶氧化物 在 溴 作用下， 以 四氯化碳 为溶剂， 以92%的产率得到2,2,6,6-tetramethylpiperidine-1-oxyl bromide
  参考文献：
  名称：

  Synthesis, characterization and theoretical calculations of model compounds of silanols catalyzed by TEMPO to elucidate the presence of Si–O–Si and Si–O–N bonds

  摘要：

  我们报告了1-苯乙醇、2-甲基丙醇、三甲基硅醇和三苯基硅醇与TEMPO、OH-TEMPO和Br-TEMPO盐在不同反应条件下的反应结果，以获得模型功能化合物。

  DOI：

  10.1039/c5ra10056a
• 作为试剂：
  描述：

  苏合香醇 在 2,2,6,6-tetramethylpiperidine-1-oxyl bromide 、 sodium hydroxide 作用下， 以 二氯甲烷 为溶剂， 反应 0.08h， 生成 苯乙酮
  参考文献：
  名称：

  Synthesis, characterization and theoretical calculations of model compounds of silanols catalyzed by TEMPO to elucidate the presence of Si–O–Si and Si–O–N bonds

  摘要：

  我们报告了1-苯乙醇、2-甲基丙醇、三甲基硅醇和三苯基硅醇与TEMPO、OH-TEMPO和Br-TEMPO盐在不同反应条件下的反应结果，以获得模型功能化合物。

  DOI：

  10.1039/c5ra10056a

文献信息

• SELECTIVE HYDROXYLATION OF THYMINE BY 2,2,6,6-TETRAMETHYL PIPERIDINE-1-OXYL BROMIDE IN AQUEOUS SOLUTION
  作者：Tsutomu Kagiya、Chikara Komuro、Koichi Sakano、Sei-ichi Nishimoto

  DOI：10.1246/cl.1983.365

  日期：1983.3.5

  2,2,6,6-Tetramethylpiperidine-1-oxyl bromide (TMPO+Br−) was found to mediate selectively the hydroxylation of thymine by water into thymine glycol at room temperature. Almost quantitative yield of thymine glycol was obtained at the molar ratio of [TMPO+Br−]0/[Thymine]0 = 2 in feed under neutral conditions. The reaction mixture showed the ESR spectrum characteristic of 2,2,6,6-tetramethylpiperidine-1-oxyl (TMPO·).

  2,2,6,6-四甲基哌啶-1-氧基溴化物（TMPO+Br−）被发现能在室温下选择性地催化胸腺嘧啶与水反应生成胸腺嘧啶乙二醇。在中性条件下，当初始摩尔比[TMPO+Br−]0/[胸腺嘧啶]0 = 2时，反应得到的胸腺嘧啶乙二醇产率几乎达到定量。反应混合物的ESR谱显示了2,2,6,6-四甲基哌啶-1-氧基（TMPO·）的特征。
• Graphene oxide modification with graft polymers via nitroxide mediated radical polymerization
  作者：Omar García-Valdez、Raquel Ledezma-Rodríguez、Enrique Saldívar-Guerra、Luis Yate、Sergio Moya、Ronald F. Ziolo

  DOI：10.1016/j.polymer.2014.03.042

  日期：2014.5

  We demonstrate a method to modify the surface of graphene_oxide (GO) by grafting polymer chains using nitroxide mediated radical polymerization (NMRP). Surface modification by NMRP was achieved using GO functionalized with 2,2,6,6-tetramethyl-piperidine 1-oxyl (TEMPO, T) to produce graphene oxide-TEMPO (GO-T). GO prepared from graphite by the Hummer's method was facilely functionalized in one step with T. Graft polymerization reactions of styrene and isoprene were carried out using nitroxide chemistry to control the polymerization and the 'grafting from the surface' polymerization technique. GO-T acts as a multifunctional macroalkoxyamine initiating and controlling the polymerization in the presence of monomer. The grafting reactions were performed by dispersing GO-T in dimethylformamide and heating at 130 C in the presence of monomer to form graphene oxide-g-polystyrene-TEMPO (GO-g-PS-T) and graphene oxide-g-polyisoprene-TEMPO FT-IR, Raman, XPS, XRD, TGA and TEM data are consistent with the attachment of the TEMPO group to the GO surface.and.with polystyrene and polyisoprene being grafted onto the GO surface. The amount of PS and PI grafted to GO-T was estimated from TGA data to be approximately 34% for a 7 h reaction time. and 68% for a 144 h reaction time, respectively. (C) 2014 Elsevier Ltd. All rights reserved.