4-bromo-2-((Z)-(naphthalene-2-ylimino) methyl) phenol | 73930-54-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-bromo-2-((Z)-(naphthalene-2-ylimino) methyl) phenol
• 英文别名: (Z)-4-bromo-2[(naphthalene-2-ylimino)methyl]phenol；4-Bromo-2-[(2-naphthylimino)methyl]phenol；4-bromo-2-(naphthalen-2-yliminomethyl)phenol
• CAS: 73930-54-8
• 化学式: C₁₇H₁₂BrNO
• 分子量: 326.192
• InChiKey: QBSTXVZMVSVYLF-UHFFFAOYSA-N

物化性质

• 沸点：
  481.3±35.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.6
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  环己酮 、 4-bromo-2-((Z)-(naphthalene-2-ylimino) methyl) phenol 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以13%的产率得到5-(5-bromo-2-hydroxyphenyl)-1,2,3,4-tetrahydrobenzo[a]phenanthridine
  参考文献：
  名称：

  摘要：

  Previously unknown derivatives of tetrahydro[a]phenanthridine containing annelated benzoquinoline and cyclohexene nuclei were prepared by condensation of azomethines of the 2-naphthylamine series with cyclohexanone. The possibility of synthesis of such compounds without preliminarily preparing Schiff bases was demonstrated. The effect of substituents in the aromatic ring of the azomethine on the yield of the target products was elucidated. The IR, UV, H-1 NMR, and mass spectra of the synthesized compounds were discussed.

  DOI：

  10.1023/a:1012355506689
• 作为产物：
  描述：

  2-萘胺 、 5-溴水杨醛 以 苯 为溶剂， 反应 2.0h， 以38%的产率得到4-bromo-2-((Z)-(naphthalene-2-ylimino) methyl) phenol
  参考文献：
  名称：

  摘要：

  Previously unknown derivatives of tetrahydro[a]phenanthridine containing annelated benzoquinoline and cyclohexene nuclei were prepared by condensation of azomethines of the 2-naphthylamine series with cyclohexanone. The possibility of synthesis of such compounds without preliminarily preparing Schiff bases was demonstrated. The effect of substituents in the aromatic ring of the azomethine on the yield of the target products was elucidated. The IR, UV, H-1 NMR, and mass spectra of the synthesized compounds were discussed.

  DOI：

  10.1023/a:1012355506689

文献信息

• ——
  作者：N. G. Kozlov、L. I. Basalaeva

  DOI：10.1023/a:1012355506689

  日期：——

  Previously unknown derivatives of tetrahydro[a]phenanthridine containing annelated benzoquinoline and cyclohexene nuclei were prepared by condensation of azomethines of the 2-naphthylamine series with cyclohexanone. The possibility of synthesis of such compounds without preliminarily preparing Schiff bases was demonstrated. The effect of substituents in the aromatic ring of the azomethine on the yield of the target products was elucidated. The IR, UV, H-1 NMR, and mass spectra of the synthesized compounds were discussed.