(8E)-4-methyl-8-[(4-methylphenyl)hydrazinylidene]furo[2,3-h]chromene-2,9-dione

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: (8E)-4-methyl-8-[(4-methylphenyl)hydrazinylidene]furo[2,3-h]chromene-2,9-dione
• 化学式: C₁₉H₁₄N₂O₄
• 分子量: 334.331
• InChiKey: QEBSPTWXVMIZHB-XUTLUUPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  77
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (8E)-4-methyl-8-[(4-methylphenyl)hydrazinylidene]furo[2,3-h]chromene-2,9-dione 、 乙酸酐 在 吡啶 作用下， 生成 N-[(4-methyl-2,9-dioxofuro[2,3-h]chromen-8-ylidene)amino]-N-(4-methylphenyl)acetamide
  参考文献：
  名称：

  Electronic structure of π-systems. Studies of electronic structures and tautomeric transformations of a series of 4-methyl-8-(R-phenylazo)dihydrofuro[2,3-h]coumarin-9-ones

  摘要：

  Tautomeric transformations of a series of 4-methyl-8-(R-phenylazo)dihydrofuro[2,3-h]-coumarin-9-ones were studied by 1H NMR, IR, electronic absorption spectroscopy, mass spectrometry, and quantum chemistry methods. The obtained results suggest that (p-R-phenyl)-derivatives exist in the quinone hydrazone form, while (o-R-phenyl)derivatives exist as a mixture of quinone hydrazone and azo enol tautomers with domination of the former. The anti-quinone hydrazone tautomers with a strong intramolecular hydrogen bond are more favorable than the syn-quinone hydrazone tautomers.

  DOI：

  10.1007/s11172-010-0190-4