4-Nitro-2-[(phthalazin-1-ylhydrazinylidene)methyl]phenol | 294874-31-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-Nitro-2-[(phthalazin-1-ylhydrazinylidene)methyl]phenol
• CAS: 294874-31-0
• 化学式: C₁₅H₁₁N₅O₃
• mdl: MFCD00393118
• 分子量: 309.284
• InChiKey: OCLYOBUSPNLQFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-硝基水杨醛 、 盐酸肼屈嗪 在 sodium acetate 作用下， 以 乙醇 为溶剂， 生成 4-Nitro-2-[(phthalazin-1-ylhydrazinylidene)methyl]phenol
  参考文献：
  名称：

  Tautomerism of substituted salicylaldehyde and 2-diphenylphosphinebenzaldehyde 1′-phthalazinylhydrazones: X-ray crystallography and quantum chemical modeling

  摘要：

  1'-Phthalazinylhydrazones of salicylaldehyde, its substituted derivatives, and 2-diphenylphosphine-benzaldehyde are synthesized and studied. A description is given of the structures salicylaldehyde 1'-phthalazinylhydrazone (1a) and 2-diphenylphosphinebenzaldehyde 1'-phthalazinylhydrazone (2), which exist in the crystal in the hydrazonophthalazone tautomeric form. Molecules of hydrazone 1a form in the crystal infinite stacks of hydrogen bonded dimers with intermolecular pi-stacking interactions. A quantum chemical calculation is made of the geometry and total energy of the possible tautomers in vacuum and in aqueous and chloroform solutions. The hydrazonophthalazone tautomers are shown to be the most stable in all cases. The X-ray crystallography results are compared with the calculated data.

  DOI：

  10.1134/s0022476613050168