2-<(diethoxyphosphoryl)acetoxy>benzaldehyde | 169699-31-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 2-<(diethoxyphosphoryl)acetoxy>benzaldehyde
• 英文别名: 2-[(Diethoxyphosphoryl)acetoxy]benzaldehyde；(2-formylphenyl) 2-diethoxyphosphorylacetate
• CAS: 169699-31-4
• 化学式: C₁₃H₁₇O₆P
• 分子量: 300.248
• InChiKey: SSADNVGNXZOVCH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  20
• 可旋转键数：
  9
• 环数：
  1.0
• 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：

  2-<(diethoxyphosphoryl)acetoxy>benzaldehyde 在 2,6-di-t-butyl-4-methylphenol anionic form 作用下， 以 乙腈 为溶剂， 以10%的产率得到香豆素
  参考文献：
  名称：

  Possibility of applying the electrochemical version of the Horner reaction to the synthesis of unsaturated lactones

  摘要：

  Direct electrochemical reduction of specially synthesized 2-[(diethoxyphosphorylacetoxy]benzaldehyde on a platinum electrode in an aprotic medium is accompanied by ester bond cleavage, and not formation of coumarin via the phosphonate-anion followed by intramolecular Homer cyclization. This could be realized, as a matter of principle, in the presence of an ionol anion (2,6-di-tert-butyl-4-methylphenoxide), electrochemically generated in situ.

  DOI：

  10.1007/bf00699993
• 作为产物：
  描述：

  2-hydroxyphenyl-1,3-dithiolane 在 ammonium cerium(IV) nitrate 作用下， 以 吡啶 、 二氯甲烷 、 水 为溶剂， 反应 9.0h， 生成 2-<(diethoxyphosphoryl)acetoxy>benzaldehyde
  参考文献：
  名称：

  Possibility of applying the electrochemical version of the Horner reaction to the synthesis of unsaturated lactones

  摘要：

  Direct electrochemical reduction of specially synthesized 2-[(diethoxyphosphorylacetoxy]benzaldehyde on a platinum electrode in an aprotic medium is accompanied by ester bond cleavage, and not formation of coumarin via the phosphonate-anion followed by intramolecular Homer cyclization. This could be realized, as a matter of principle, in the presence of an ionol anion (2,6-di-tert-butyl-4-methylphenoxide), electrochemically generated in situ.

  DOI：

  10.1007/bf00699993