3-(3,3-dichloroprop-2-enyl)-7-hydroxy-4-methyl-2H-chromen-2-one | 936739-45-6

• 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: 3-(3,3-dichloroprop-2-enyl)-7-hydroxy-4-methyl-2H-chromen-2-one
• 英文别名: 3-(3,3-dichloroprop-2-enyl)-7-hydroxy-4-methylchromen-2-one
• CAS: 936739-45-6
• 化学式: C₁₃H₁₀Cl₂O₃
• 分子量: 285.127
• InChiKey: XNESXZAAHCUWPN-UHFFFAOYSA-N

物化性质

• 熔点：
  200 °C(Solvent: Heptane)
• 沸点：
  456.6±45.0 °C(predicted)
• 密度：
  1.413±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(3,3-dichloroprop-2-enyl)-7-hydroxy-4-methyl-2H-chromen-2-one 在 氯化亚砜 、 硫酸 、 N,N-二甲基甲酰胺 作用下， 以 苯 为溶剂， 反应 5.0h， 生成 3-(7-hydroxy-4-methyl-2-oxo-2H-chromen-3-yl)propanoyl chloride
  参考文献：
  名称：

  Syntheses on the basis of 2H-chromen-2-one and 2H-chromene-2-thione

  摘要：

  4-Hydroxy-2H-chromen-2-one and 4-hydroxy-2H-chromene-2-thione reacted with allyl bromide, 1,1,3-trichloroprop-l-ene, and 1,3-dichlorobut-2-ene to give the corresponding ethers, which were oxidized to (2-oxo-2H-chromen-4-yloxy)acetic acid with potassium permanganate, and various derivatives of that acid were obtained. 3-(3,3-Dichloroprop-2-enyl)-7-hydroxy-4-methyl-2H-chromen-2-one and 3-(3,3-dichloroprop2-enyl)-7-hydroxy-4-methyl-2H-chromene-2-thione were synthesized, and some their transformations were studied.

  DOI：

  10.1134/s1070428006070244
• 作为产物：
  描述：

  ethyl 2-acetyl-5,5-dichloropent-4-enoic acid 、 间苯二酚 在 硫酸 作用下， 以82%的产率得到3-(3,3-dichloroprop-2-enyl)-7-hydroxy-4-methyl-2H-chromen-2-one
  参考文献：
  名称：

  Syntheses on the basis of 2H-chromen-2-one and 2H-chromene-2-thione

  摘要：

  4-Hydroxy-2H-chromen-2-one and 4-hydroxy-2H-chromene-2-thione reacted with allyl bromide, 1,1,3-trichloroprop-l-ene, and 1,3-dichlorobut-2-ene to give the corresponding ethers, which were oxidized to (2-oxo-2H-chromen-4-yloxy)acetic acid with potassium permanganate, and various derivatives of that acid were obtained. 3-(3,3-Dichloroprop-2-enyl)-7-hydroxy-4-methyl-2H-chromen-2-one and 3-(3,3-dichloroprop2-enyl)-7-hydroxy-4-methyl-2H-chromene-2-thione were synthesized, and some their transformations were studied.

  DOI：

  10.1134/s1070428006070244