3-Acetyl-4-dimethoxyphosphoryl-3,4-dihydrochromen-2-one | 256504-29-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 3,4-二氢香豆素
• 英文名称: 3-Acetyl-4-dimethoxyphosphoryl-3,4-dihydrochromen-2-one
• CAS: 256504-29-7
• 化学式: C₁₃H₁₅O₆P
• 分子量: 298.232
• InChiKey: KILKZMZBFLZAMV-UHFFFAOYSA-N

物化性质

• 沸点：
  425.6±45.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-Acetyl-4-dimethoxyphosphoryl-3,4-dihydrochromen-2-one 以 二氯甲烷 为溶剂， 5.0~20.0 ℃ 、1.07 kPa 条件下， 反应 30.0h， 生成 trisdimethylamino 2-acetyl (3H)benzo[b](1H-3-oxo-pyran-1-yl)phosphorane
  参考文献：
  名称：

  Synthesis and reactions of phosphino- and phosphono substituted-coumarins

  摘要：

  Aminophosphine-ylides 4a and 4b were prepared in high yields by treating 3-acetyl coumarins 1a and 1b with trisdimethylaminophosphine 2. Chemical degradation reactions for the ylides 4a,b (e.g., formation of the phosphonium salt, Wittig reaction, hydrolysis) were suggested and illustrated. Reaction of trialkyl phosphites with 3-acetyl coumarins 1a and 1b yields the respective dialkyl phosphonates (1:4 addition) 12a,b, Conversely, dialkyl phosphonates react with the same species ln,b to give the tautomeric monophosphonates 17A reversible arrow 17B via both 1,4- and 1,2 additions, in contrast to earlier reports. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00940-0
• 作为产物：
  描述：

  3-乙酰基香豆素 、 亚磷酸氢二甲酯 以 甲苯 为溶剂， 反应 10.0h， 以77%的产率得到3-Acetyl-4-dimethoxyphosphoryl-3,4-dihydrochromen-2-one
  参考文献：
  名称：

  Synthesis and reactions of phosphino- and phosphono substituted-coumarins

  摘要：

  Aminophosphine-ylides 4a and 4b were prepared in high yields by treating 3-acetyl coumarins 1a and 1b with trisdimethylaminophosphine 2. Chemical degradation reactions for the ylides 4a,b (e.g., formation of the phosphonium salt, Wittig reaction, hydrolysis) were suggested and illustrated. Reaction of trialkyl phosphites with 3-acetyl coumarins 1a and 1b yields the respective dialkyl phosphonates (1:4 addition) 12a,b, Conversely, dialkyl phosphonates react with the same species ln,b to give the tautomeric monophosphonates 17A reversible arrow 17B via both 1,4- and 1,2 additions, in contrast to earlier reports. (C) 1999 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00940-0