2-succinimidyloxycarbonyloxy-1,1-dimethylethyl 2-methyl-1-phenylpropyl nitroxide | 913816-71-4

• 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: 2-succinimidyloxycarbonyloxy-1,1-dimethylethyl 2-methyl-1-phenylpropyl nitroxide
• CAS: 913816-71-4
• 化学式: C₁₉H₂₅N₂O₆
• 分子量: 377.417
• InChiKey: BASDWIUNNORYNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  77.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-succinimidyloxycarbonyloxy-1,1-dimethylethyl 2-methyl-1-phenylpropyl nitroxide 、 6-monoamino-6-monodeoxy-(2,3-di-O-methyl)hexakis(2,3,6-tri-O-methyl)-β-cyclodextrin hydrochloride 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以78%的产率得到2-N-6-[(6-deoxy-2,3-di-O-methyl)hexakis(2,3,6-tri-O-methyl)-β-cyclodextrinyl]carbamoyl-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：

  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 、 乙腈 为溶剂， 反应 19.5h， 生成 2-succinimidyloxycarbonyloxy-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

文献信息

• Nitroxide Bound β-Cyclodextrin:  Is There an Inclusion Complex?
  作者：David Bardelang、Antal Rockenbauer、Laszlo Jicsinszky、Jean-Pierre Finet、Hakim Karoui、Sandrine Lambert、Sylvain R. A. Marque、Paul Tordo

  DOI：10.1021/jo061194p

  日期：2006.9.1

  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).