4-phenyl-2-t-butyl-5,6-dihydrobenzoquinoline | 78018-93-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 4-phenyl-2-t-butyl-5,6-dihydrobenzoquinoline
• 英文别名: 2-t-butyl-5,6-dihydro-4-phenylbenzoquinoline；2-Tert-butyl-4-phenyl-5,6-dihydrobenzo[h]quinoline
• CAS: 78018-93-6
• 化学式: C₂₃H₂₃N
• 分子量: 313.442
• InChiKey: ZBSTTWYZFWUERQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3,4-二氢-1(2H)-萘酮 在 三氟化硼乙醚 、 氨 作用下， 反应 1.0h， 生成 4-phenyl-2-t-butyl-5,6-dihydrobenzoquinoline
  参考文献：
  名称：

  Kinetics and mechanisms of nucleophilic displacements with heterocycles as leaving groups. 2. N-benzylpyridinium cations: rate variation with steric effects in the leaving group

  摘要：

  DOI：

  10.1021/jo00332a013

文献信息

• Kinetics and mechanisms of nucleophilic displacements with heterocycles as leaving groups. Part 8. Conductimetric and spectrophotometric rate constants for the reactions of pyridinium and related cations with piperidine in chlorobenzene
  作者：Alan R. Katritzky、Yu Xiang Ou、Joan Ellison、Giuseppe Musumarra

  DOI：10.1039/p29830001421

  日期：——

  which the spectrophotometric method fails. It gives equivalent results. NN′-Dimethylthiourea displaces heterocyclic leaving groups at rates similar to those for piperidine. Compared with α-hydrogen, α-methyl groups render pyridine a less effective leaving group, whereas α-ethoxycarbonyl groups show a large rate enhancement.

  开发了一种电导法以获得分光光度法失败的标题反应的速率。它给出了等效的结果。NN “-Dimethylthiourea取代以类似于那些哌啶率杂环离去基团。与α-氢相比，α-甲基使吡啶成为较低效的离去基团，而α-乙氧羰基则显示出较大的速率增强。
• Identification of the products of solvolysis of N-benzylpyridinium cations in the absence of nucleophiles
  作者：Alan R. Katritzky、Charles M. Marson、Jen-Luan Chen、Franciszek Saczewski、Roy W. King

  DOI：10.1039/p29860001331

  日期：——

  and penta-cyclic N-benzylpyridinium tetrafluoroborates undergo thermolysis in chlorobenzene as solvent to give products of benzylation both of the solvent and of the pyridine leaving group. Thermolysis alone, and in nitrobenzene as solvent, yielded mainly products of benzylation of the leaving group. The results support the previously postulated mechanism of unimolecular solvolysis of compounds of these

  单环，三环和五环N-苄基吡啶四氟硼酸酯在氯苯中作为溶剂进行热解，得到溶剂和吡啶离去基团的苄基化产物。单独进行热解，并在硝基苯中作为溶剂，主要产生离去基团的苄基化产物。结果支持了先前推测的在非极性溶剂中这些类型的化合物单分子溶剂化的机理。
• Katritzky, Alan R.; Marson, Charles M.; Thind, Sukhpal S., Journal of the Chemical Society. Perkin transactions I, 1983, p. 487 - 496
  作者：Katritzky, Alan R.、Marson, Charles M.、Thind, Sukhpal S.、Ellison, Joan

  DOI：——

  日期：——
• KATRITZKY, A. R.;MARSON, C. M.;THIND, S. S;ELLISON, J., J. CHEM. SOC. PERKIN TRANS., 1983, N 3, 487-496
  作者：KATRITZKY, A. R.、MARSON, C. M.、THIND, S. S、ELLISON, J.

  DOI：——

  日期：——
• Kinetics and mechanisms of nucleophilic displacements with heterocycles as leaving groups. 2. N-benzylpyridinium cations: rate variation with steric effects in the leaving group
  作者：Alan R. Katritzky、Azzahra M. El-Mowafy、Giuseppe Musumarra、Kumars Sakizadeh、Choudhry Sana-Ullah、Sayed M. M. El-Shafie、Sukhpal S. Thind

  DOI：10.1021/jo00332a013

  日期：1981.9