N-chloromethylphthalazin-1(2H)-one | 879-16-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: N-chloromethylphthalazin-1(2H)-one
• 英文别名: 2-chloromethyl-2H-phthalazin-1-one；2-Chlormethylphthalazin-1-on；N-Chlormethylphthalazon；2-(Chloromethyl)phthalazin-1-one
• CAS: 879-16-3
• 化学式: C₉H₇ClN₂O
• 分子量: 194.62
• InChiKey: FHVFERXKLRIVMB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  32.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  苯甲醛 、 N-chloromethylphthalazin-1(2H)-one 在 亚磷酸三乙酯 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 5.0h， 以43%的产率得到(E)-2-styrylphthalazin-1(2H)-one
  参考文献：
  名称：

  Synthesis and photophysical properties ofN-styrylazinones

  摘要：

  Abstractmagnified imageN‐Styrylazinones and 1‐styrylbenzotriazine were synthesized, and their photophysical properties were investigated. (Z)‐ and/or (E)‐N‐Styrylazinones (or azine) 4 were prepared from the corresponding heterocycles 1 and benzaldehyde (3) by four methods. The absorption maxima of (Z)‐ and/or (E)‐4a‐4j were measured in four solvents. Their absorption maxima showed a moderate dependence upon solvents. The absorption maxima of (Z)‐isomers were blue‐shifted as compared the corresponding (E)‐isomers. Emission maxima, fluorescence band half‐widths, 0,0 transition energies, Stokes shifts, and quantum yields of (Z)‐ and/or (E)‐4a, 4b, 4d, 4e and 4j were measured in organic solvents. The fluorescence spectra show moderate solvatochroism. The fluorescence properties of N‐styrylheterocycles vary with every heterocycles.

  DOI：

  10.1002/jhet.5570440435
• 作为产物：
  描述：

  聚合甲醛 、 1-(2H)-酞嗪酮 在 氯化亚砜 作用下， 以 水 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以87%的产率得到N-chloromethylphthalazin-1(2H)-one
  参考文献：
  名称：

  Synthesis and photophysical properties ofN-styrylazinones

  摘要：

  Abstractmagnified imageN‐Styrylazinones and 1‐styrylbenzotriazine were synthesized, and their photophysical properties were investigated. (Z)‐ and/or (E)‐N‐Styrylazinones (or azine) 4 were prepared from the corresponding heterocycles 1 and benzaldehyde (3) by four methods. The absorption maxima of (Z)‐ and/or (E)‐4a‐4j were measured in four solvents. Their absorption maxima showed a moderate dependence upon solvents. The absorption maxima of (Z)‐isomers were blue‐shifted as compared the corresponding (E)‐isomers. Emission maxima, fluorescence band half‐widths, 0,0 transition energies, Stokes shifts, and quantum yields of (Z)‐ and/or (E)‐4a, 4b, 4d, 4e and 4j were measured in organic solvents. The fluorescence spectra show moderate solvatochroism. The fluorescence properties of N‐styrylheterocycles vary with every heterocycles.

  DOI：

  10.1002/jhet.5570440435