N-[1-[tert-butyl(dimethyl)silyl]oxy-2-methylpropan-2-yl]-1-phenylmethanimine oxide | 293328-26-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[1-[tert-butyl(dimethyl)silyl]oxy-2-methylpropan-2-yl]-1-phenylmethanimine oxide
• CAS: 293328-26-4
• 化学式: C₁₇H₂₉NO₂Si
• 分子量: 307.508
• InChiKey: BDJKVZMXJIJURQ-AQTBWJFISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.42
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  38
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[1-[tert-butyl(dimethyl)silyl]oxy-2-methylpropan-2-yl]-1-phenylmethanimine oxide 在 ammonium hydroxide 、 copper diacetate 、 四丁基氟化铵 、 氧气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 20.33h， 生成 2-isopropylcarbamoyl-1,1-dimethylethyl 2-methyl-1-phenylpropyl nitroxide
  参考文献：
  名称：

  Nitroxide Bound β-Cyclodextrin:  Is There an Inclusion Complex?

  摘要：

  236CDTIPNO, a derivative of the persistent free radical TIPNO (1,1-dimethylethyl 2-methyl-1-phenylpropyl nitroxide) covalently bound to a permethylated-beta-cyclodextrin, was prepared. Self-association of 236CDTIPNO in water was proved by solvent- and competition-dependent EPR spectroscopy experiments with 2,6-di-O-Me-beta-cyclodextrin (DIMEB) and permethylated-beta-cyclodextrin (TRIMEB) as external hosts competing for accommodation of the TIPNO moiety. Temperature-dependent EPR spectra were simulated with a novel two-dimensional (field-temperature) EPR simulation program that afforded a full determination of the thermodynamic parameters characterizing the rate constants of the self-inclusion reaction derived from Arrhenius and Eyring models. This method allows separating the line broadening effects due to relaxation from a chemical exchange, even if only the fast exchange regime is accessible experimentally. The activation parameters for the forward and backward steps were consistent with an equilibrium between a nonassociated form and a weakly associated form, with activation free enthalpies for each reaction of around 34 kJ center dot mol(-1).

  DOI：

  10.1021/jo061194p
• 作为产物：
  描述：

  苯甲醛 、 Tert-butyl-dimethyl-(2-methyl-2-nitropropoxy)silane 在 氯化铵 、 锌 作用下， 以 乙醚 、 水 为溶剂， 生成 N-[1-[tert-butyl(dimethyl)silyl]oxy-2-methylpropan-2-yl]-1-phenylmethanimine oxide
  参考文献：
  名称：

  Heterobivalent Library Expansion by “Living Radical” Processes:  Thiocarbonyl Addition/Elimination, and Nitroxide-Based Reactions with Fluorous Deconvolution

  摘要：

  Degenerate radical addition fragmentation and nitroxide fragmentation reactions are applied to the expansion of heterobivalent libraries without contamination from homobivalent species. Deconvolution by means of a fluorous tagging process is described.

  DOI：

  10.1021/ja0756321