(E)-N-cyclohexyl-2-methyl-2-phenylpropan-1-imine | 127106-00-7

• 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: (E)-N-cyclohexyl-2-methyl-2-phenylpropan-1-imine
• CAS: 127106-00-7
• 化学式: C₁₆H₂₃N
• 分子量: 229.365
• InChiKey: FYHZAGXZOUZCCQ-GHRIWEEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.37
• 重原子数：
  17.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (E)-N-cyclohexyl-2-methyl-2-phenylpropan-1-imine 在 水 、 一水合肼 、 溶剂黄146 、 三乙胺 作用下， 以 乙醇 、 正己烷 为溶剂， 反应 3.0h， 生成
  参考文献：
  名称：

  Mechanistic Study of the Reactions of 1,1-Dihalo-2-methyl-2-phenylpropanes with LDA. Evidence for Radical and Carbene Pathways

  摘要：

  An attempt was made to determine the mechanisms involved in the reactions of the model systems 1,1-dichloro-2-methyl-2-phenylpropane (1) and 1,1-diiodo-2-methyl-2-phenylpropane (2) with LDA. These systems were chosen as ones capable of providing evidence for the formation of radical as well as carbene products. The techniques employed in investigating the mechanistic features of these reactions involved studying the effect of the leaving group, the effect of radical and carbene trapping agents on the product distribution, and isotopic tracer experiments using labeled solvent (THF-d(8)) and nucleophile (LDA-d(2)). The major product of the reaction of the geminal dichloride (1) is thought to be derived from a chlorocarbene, whereas the geminal diiodide (2) appears to form products derived from both carbene and radical intermediates. On the basis of the results of radical trapping experiments and those of deuterium-labeling experiments, evidence is presented to support the notion that products A, E, and H are derived from a radical precursor. In addition, products A and H are also believed to be formed from the vinylic halide D (or B) and the monoiodide E, respectively. Reasonable mechanisms for the formation of the other products formed in these reactions have been proposed on the basis of the available data.

  DOI：

  10.1021/jo951299k
• 作为产物：
  描述：

  环己胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium bromide 、 lithium diisopropyl amide 作用下， 反应 5.0h， 生成 (E)-N-cyclohexyl-2-methyl-2-phenylpropan-1-imine
  参考文献：
  名称：

  Mechanistic Study of the Reactions of 1,1-Dihalo-2-methyl-2-phenylpropanes with LDA. Evidence for Radical and Carbene Pathways

  摘要：

  An attempt was made to determine the mechanisms involved in the reactions of the model systems 1,1-dichloro-2-methyl-2-phenylpropane (1) and 1,1-diiodo-2-methyl-2-phenylpropane (2) with LDA. These systems were chosen as ones capable of providing evidence for the formation of radical as well as carbene products. The techniques employed in investigating the mechanistic features of these reactions involved studying the effect of the leaving group, the effect of radical and carbene trapping agents on the product distribution, and isotopic tracer experiments using labeled solvent (THF-d(8)) and nucleophile (LDA-d(2)). The major product of the reaction of the geminal dichloride (1) is thought to be derived from a chlorocarbene, whereas the geminal diiodide (2) appears to form products derived from both carbene and radical intermediates. On the basis of the results of radical trapping experiments and those of deuterium-labeling experiments, evidence is presented to support the notion that products A, E, and H are derived from a radical precursor. In addition, products A and H are also believed to be formed from the vinylic halide D (or B) and the monoiodide E, respectively. Reasonable mechanisms for the formation of the other products formed in these reactions have been proposed on the basis of the available data.

  DOI：

  10.1021/jo951299k

文献信息

• Kimpe, Norbert De; Zi-Peng, Yao; Schamp, Niceas, Bulletin des Societes Chimiques Belges, 1989, vol. 98, # 7, p. 481 - 496
  作者：Kimpe, Norbert De、Zi-Peng, Yao、Schamp, Niceas

  DOI：——

  日期：——