[2-Bromo-2-methyl-1-phenyl-prop-(E)-ylidene]-phenyl-amine | 137208-26-5

• 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: [2-Bromo-2-methyl-1-phenyl-prop-(E)-ylidene]-phenyl-amine
• CAS: 137208-26-5
• 化学式: C₁₆H₁₆BrN
• 分子量: 302.214
• InChiKey: OGVBAGBZPJIKAJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  isobutyrophenone N-phenylimine 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 以99%的产率得到[2-Bromo-2-methyl-1-phenyl-prop-(E)-ylidene]-phenyl-amine
  参考文献：
  名称：

  Destabilized carbenium ions: α-imidoyl carbenium ions and the electron impact mass spectra of α-haloaldimines and α-haloketimines

  摘要：

  AbstractA series of α‐chloro‐ and α‐bromoketimines compounds (1‐9) with different substituents at the α‐position and at the imino group has been investigated by electron impact mass spectrometry as possible precursors of the correspondingly substituted α‐imidoyl carbenium ion, an important class of destabilized carbenium ions. The main fragmentation of the molecular ions of compounds, 1‐9 in the ion source corresponds to an α‐cleavage at the imino group; however, fragment ions are also formed by loss of the α‐halo substituent. These fragment ions correspond at least formally to α‐imidoyl carbenium ions. Their further reactions in dependence on the type of substituents at the imino group and at the α‐C atom, were studied by mass‐analysed ion kinetic energy and collisional activation mass spectrometry. The results agree with the initial formation of destabilized α‐imidoyl carbenium ions but indicate an easy rearrangement of these ions in the presence of suitable alkyl substituents by 1,2‐ and 1,4‐hydrogen shifts to more stable isomers.

  DOI：

  10.1002/oms.1210261014

文献信息

• Destabilized carbenium ions: α-imidoyl carbenium ions and the electron impact mass spectra of α-haloaldimines and α-haloketimines
  作者：Thomas Sürig、Hans-Friedrich Grützmacher、Norbert de Kimpe

  DOI：10.1002/oms.1210261014

  日期：1991.10

  AbstractA series of α‐chloro‐ and α‐bromoketimines compounds (1‐9) with different substituents at the α‐position and at the imino group has been investigated by electron impact mass spectrometry as possible precursors of the correspondingly substituted α‐imidoyl carbenium ion, an important class of destabilized carbenium ions. The main fragmentation of the molecular ions of compounds, 1‐9 in the ion source corresponds to an α‐cleavage at the imino group; however, fragment ions are also formed by loss of the α‐halo substituent. These fragment ions correspond at least formally to α‐imidoyl carbenium ions. Their further reactions in dependence on the type of substituents at the imino group and at the α‐C atom, were studied by mass‐analysed ion kinetic energy and collisional activation mass spectrometry. The results agree with the initial formation of destabilized α‐imidoyl carbenium ions but indicate an easy rearrangement of these ions in the presence of suitable alkyl substituents by 1,2‐ and 1,4‐hydrogen shifts to more stable isomers.