2,4,6-tri-tert-butyl-4-tert-butylperoxy-2,5-cyclohexadien-1-imine | 143726-74-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,4,6-tri-tert-butyl-4-tert-butylperoxy-2,5-cyclohexadien-1-imine
• 英文别名: 2,4,6-Tritert-butyl-4-tert-butylperoxycyclohexa-2,5-dien-1-imine
• CAS: 143726-74-3
• 化学式: C₂₂H₃₉NO₂
• 分子量: 349.557
• InChiKey: RIMIENOHTRIIQG-UHFFFAOYSA-N

物化性质

• 沸点：
  406.0±45.0 °C(Predicted)
• 密度：
  0.90±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  42.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,4,6-三叔丁基苯胺 在 salcomine 叔丁基过氧化氢 作用下， 以 水 、 1,2-二氯乙烷 为溶剂， 反应 2.67h， 以54%的产率得到2,4,6-tri-tert-butyl-4-tert-butylperoxy-2,5-cyclohexadien-1-imine
  参考文献：
  名称：

  Co(salen) catalyzed oxidation of 2,4,6-trisubstituted anilines with tert-butylhydroperoxide

  摘要：

  Co(salen) catalyzed oxidation of 2,4,6-trisubstituted (preferentially 2,6-di-tert-butylated) anilines with tert-butylhydroperoxide gives 4-tert-butylperoxy-2,5-cyclohexadien-1-imine and nitrobenzene derivatives. The relative ratio of the products depends on the nature of the substituents in the substrate.

  DOI：

  10.1016/s0040-4039(00)60100-4

文献信息

• Catalytic Oxidation of a Trialkyl-Substituted Phenol and Aniline with Biomimetic Schiff Base Complexes
  作者：Jutta Knaudt、Stefan Förster、Ulrich Bartsch、Anton Rieker、Ernst-G Jäger

  DOI：10.1515/znb-2000-0114

  日期：2000.1.1

  The catalytic oxidation of 2,4.6-tri-tert-butylphenol and 2,4,6-tri-tert-butylaniline with molecular oxygen and tert-butylhydroperoxide was investigated using biomimetic Mn-, Fe- and Co-complexes as catalysts. The catalytic activity and product distribution were determined and compared with those observed in the reactions of the well-known Co(salen) complex

  使用仿生学的Mn、Fe和Co配合物作为催化剂，通过分子氧和叔丁基过氧化氢对2,4,6-三叔丁基苯酚和2,4,6-三叔丁基苯胺进行催化氧化反应的研究。测定了催化活性和产物分布，并与著名的Co(salen)配合物反应中观察到的结果进行了比较。
• Co(salen) catalyzed oxidation of 2,4,6-trisubstituted anilines with tert-butylhydroperoxide
  作者：Akira Nishinaga、Stefan Fo¨rster、Emerich Eichhorn、Bernd Speiser、Anton Rieker

  DOI：10.1016/s0040-4039(00)60100-4

  日期：1992.7

  Co(salen) catalyzed oxidation of 2,4,6-trisubstituted (preferentially 2,6-di-tert-butylated) anilines with tert-butylhydroperoxide gives 4-tert-butylperoxy-2,5-cyclohexadien-1-imine and nitrobenzene derivatives. The relative ratio of the products depends on the nature of the substituents in the substrate.
• Cobalt Schiff Base Complex-Catalyzed Oxidation of Anilines with <i>tert</i>-Butyl Hydroperoxide
  作者：Stefan Förster、Anton Rieker、Kazushige Maruyama、Kunihiko Murata、Akira Nishinaga

  DOI：10.1021/jo952198p

  日期：1996.1.1

  Cobalt Schiff base complexes [Co(SB)] catalyze the oxidation of anilines (1) with tert-butyl hydroperoxide to give nitrobenzenes 2 and 4-(tert-butylperoxy)-2,5-cyclohexadien-1-imine derivatives 3 in yield distributions depending on the substitution mode of the substrate. 4-Alkyl- and 4-aryl-2,6-di-tert-butylanilines gave mixtures of 2 and 3, where the higher the bulkiness of the 4-substituent, the higher the yield of 2. With 2,4,6-trimethylaniline, the ratio of oxidations of the nitrogen and C-4 atoms was almost the same; but a hydrolyzed product 5 of the imine was obtained. 2,4,6-Triphenylaniline gave only 2. Nitrobenzene derivatives were also obtained from 2,6-dialkylanilines and 4-substituted anilines. The catalytic activity of Co(SB) depended on the nature of the SB ligand: the formal potential E degrees and steric factors seem to affect the reaction rate. Kinetic studies showed that the key step may involve hydrogen abstraction from the aniline, presumably by t-BuO(.) generated from homolytic decomposition of initially formed Co-III(SB)(OO-t-Bu). A precursor of 2 was found to be the nitrosobenzene derivative.