4-methyl-N-(phenanthrene-9-ylmethylene)aniline | 1204704-27-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 4-methyl-N-(phenanthrene-9-ylmethylene)aniline
• CAS: 1204704-27-7
• 化学式: C₂₂H₁₇N
• 分子量: 295.384
• InChiKey: LFFRDBGCXWBUIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.05
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  4-methyl-N-(phenanthrene-9-ylmethylene)aniline 、 mercury(II) diacetate 在 LiCl 作用下， 以 甲醇 为溶剂， 以66%的产率得到HgCl(4-methyl-N-(phenanthrene-9-ylmethylene)aniline)
  参考文献：
  名称：

  Imine-functionalized, fluorescent organomercury and -tellurium compounds

  摘要：

  Unsymmetrical diorganotellurium(IV) dihalides, Ar'(Ar)TeCl2 [Ar' = 2-(R-CH=N-C6H3Me; R = 1-pyrenyl, 9-anthracenyl and 9-phenanthrenyl; Ar = 4-MeO-C6H4, 1-C10H7, 2,4,6-Me-3-C6H2, C6H5, 4-Me-C6H4] were synthesized from transmetallation reactions of Ar'HgCl and ArTeCl3. Orthomercuration of the Schiff's bases (Ar'H) afforded Ar'HgCl. All of these compounds have been characterized with the help of IR, multinuclear (H-1, C-13) solution NMR and ESI-HRMS spectrometry. X-ray crystal structures of pyrenyl Ar'HgCl; pyrenyl Ar'(Ar)TeCl2 (Ar = 4-MeO-C6H4); anthranyl Ar'(Ar)TeCl2 (Ar = 4-MeO-C6H4 and 1-C10H7) and; phenathranyl Ar'(Ar)TeCl2 (Ar = 1-C10H7) have been determined. Intramolecular Hg/Te center dot center dot center dot N interactions are present in these structures. Fluorescence studies of these compounds have also been carried out. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.09.030
• 作为产物：
  描述：

  乙烷,三氯氟- 、 9-甲醛菲 以 甲醇 为溶剂， 以88%的产率得到4-methyl-N-(phenanthrene-9-ylmethylene)aniline
  参考文献：
  名称：

  Imine-functionalized, fluorescent organomercury and -tellurium compounds

  摘要：

  Unsymmetrical diorganotellurium(IV) dihalides, Ar'(Ar)TeCl2 [Ar' = 2-(R-CH=N-C6H3Me; R = 1-pyrenyl, 9-anthracenyl and 9-phenanthrenyl; Ar = 4-MeO-C6H4, 1-C10H7, 2,4,6-Me-3-C6H2, C6H5, 4-Me-C6H4] were synthesized from transmetallation reactions of Ar'HgCl and ArTeCl3. Orthomercuration of the Schiff's bases (Ar'H) afforded Ar'HgCl. All of these compounds have been characterized with the help of IR, multinuclear (H-1, C-13) solution NMR and ESI-HRMS spectrometry. X-ray crystal structures of pyrenyl Ar'HgCl; pyrenyl Ar'(Ar)TeCl2 (Ar = 4-MeO-C6H4); anthranyl Ar'(Ar)TeCl2 (Ar = 4-MeO-C6H4 and 1-C10H7) and; phenathranyl Ar'(Ar)TeCl2 (Ar = 1-C10H7) have been determined. Intramolecular Hg/Te center dot center dot center dot N interactions are present in these structures. Fluorescence studies of these compounds have also been carried out. (C) 2009 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2009.09.030