3,5-di-tert-butylbiphenyl-4-ylamine | 65624-10-4

• 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: 3,5-di-tert-butylbiphenyl-4-ylamine
• 英文别名: 3.5-Di-t-butyl-4-aminobiphenyl；2,6-Di-tert-butyl-4-phenylanilin；2,6-ditert-butyl-4-phenylaniline
• CAS: 65624-10-4
• 化学式: C₂₀H₂₇N
• 分子量: 281.441
• InChiKey: GACOMVPEVKHPJL-UHFFFAOYSA-N

物化性质

• 沸点：
  378.9±31.0 °C(Predicted)
• 密度：
  0.969±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,5-di-tert-butylbiphenyl-4-ylamine 在 2,6-二甲基吡啶 、 四乙基氯化铵 作用下， 以 乙腈 为溶剂， 以32%的产率得到2,6-di-tert-butyl-4-phenyl-4,5,6-trichloro-2-cyclohexen-1-imine
  参考文献：
  名称：

  Electrochemistry of anilines. 6. Reactions of electrogenerated biphenylylnitrenium ions

  摘要：

  3,5-Di-tert-butyl-substituted biphenyl-4-ylnitrenium ions are generated by anodic oxidation of the corresponding biphenylylamines in acetonitrile in the presence of a base. The reactions of these species with several nucleophiles are studied. The principal reaction sites are identified as the positions ortho and para to the = NH moiety. No reactions at the iminium nitrogen and in the second ring of the biphenyl system are observed. Products are characterized by spectroscopic techniques. Some common spectroscopic features of the iminoquinolide reaction products are discussed.

  DOI：

  10.1021/jo00015a019
• 作为产物：
  描述：

  2,5-环己二烯-1-酮,3,5-二(1,1-二甲基乙基)-4-亚氨基- 在 盐酸 、 锌 作用下， 以 乙醚 、 乙醇 、 丙酮 为溶剂， 生成 3,5-di-tert-butylbiphenyl-4-ylamine
  参考文献：
  名称：

  Umsetzung von 3,5-Di-t-butyl-4-imino-2,5-cyclohexadienon mit Organometall-Verbindungen. Synthese sterisch gehinderter Aniline

  摘要：

  DOI：

  10.1055/s-1977-24545

文献信息

• 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.
• Metathesis of Aryl Isothiocyanates: A Novel Method for the Synthesis of Sterically Hindered Aryl Isothiocyanates
  作者：Nargues S. Habib、Anton Rieker

  DOI：10.1055/s-1984-30979

  日期：——
• 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.
• Habib, Nargues S.; Rieker, Anton, Zeitschrift fur Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 1984, vol. 39, # 11, p. 1593 - 1597
  作者：Habib, Nargues S.、Rieker, Anton

  DOI：——

  日期：——
• HABIB, NARGUES, S.;RICKER, A., Z. NATURFORSCH., 1984, 39, N 11, 1593-1597
  作者：HABIB, NARGUES, S.、RICKER, A.

  DOI：——

  日期：——