2-methyl-N,2-diphenyl-1-propan-2-yloxyindol-3-imine | 134736-52-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 2-methyl-N,2-diphenyl-1-propan-2-yloxyindol-3-imine
• CAS: 134736-52-0
• 化学式: C₂₄H₂₄N₂O
• 分子量: 356.467
• InChiKey: UBVYKWCTTWZVKQ-UHFFFAOYSA-N

物化性质

• 沸点：
  459.9±55.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  24.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,2-dihydro-2-methyl-2-phenyl-3H-indole-3-phenylimino-1-oxyl 、 2-溴丙烷 生成 (2-methyl-2-phenyl-1,2-dihydroindol-3-ylidene)-phenylamine 、 2-methyl-N,2-diphenyl-1-propan-2-yloxyindol-3-imine
  参考文献：
  名称：

  Electron-transfer reactions. Oxidation of Grignard reagents in the presence of an aminoxyl as a radical-trapping agent

  摘要：

  The indole bisnitrone 1 (E1/2red = -0.125 V vs NHE in DMF) reacts with a series of Grignard reagents (RMgX) including primary, secondary, and tertiary alkyls and benzyl and phenyl derivatives, which show different E(OX), by single electron transfer to form C-centered radicals corresponding to the Grignard used. The radicals produced in the reaction were trapped by the (arylimino)indolinone nitroxide 5 to form the alkylated hydroxylamines 6. When the reaction is carried out with a ''cyclizing Grignard'' such as 5-hexenylmagnesium bromide, the uncyclized (5-hexen-1-yl) 6g and cyclized (methylcyclopentyl) 6h alkylated hydroxylamines are both isolated. In all cases, the Marcus theory treatment predicts high electron-transfer rate constants.

  DOI：

  10.1021/jo00015a029

文献信息

• Reactions of an indolinonic nitroxide with superoxide radical anion in the presence of alkylhalides. Unexpected formation of a reduced transposed product
  作者：Patricia Carloni、Roberto Vianelli、Lucedio Greci

  DOI：10.1002/jhet.5570400309

  日期：2003.5

  study concerns the reactions of 2-methyl-2-phenyl-3-phenylimino-2,3-dihydroindol-l-oxyl and 2,2,6,6-tetramethylpiperidine-1-oxyl with alkylperoxyls, generated from potassium superoxide and a series of alkylhalides, in order to evaluate possible differences in reactivity with primary, secondary and tertiary alkylperoxyls. To better understand the reactivity of the studied indolinonic aminoxyl in alkaline

  这项研究涉及2-甲基-2-苯基-3-苯基亚氨基-2,3-二氢吲哚-1-氧基与2,2,6,6-四甲基哌啶-1-氧基与烷基过氧化物的反应，该反应由过氧化钾和α-羟基生成。系列烷基卤，以评估与伯，仲和叔烷基过氧基的反应性可能存在的差异。为了更好地理解所研究的吲哚啉氨基基在碱性介质中的反应性，研究扩展到它与氢氧化钾和叔丁醇钾在不同溶剂中的反应。