O,O-dimethyl [4-(3-methoxyphenyl)-5-trifluoromethyl-3-(4-chlorophenyl)-4,5-dihydro-1,2,4-oxadiazol-5-yl]phosphonate | 1432608-69-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: O,O-dimethyl [4-(3-methoxyphenyl)-5-trifluoromethyl-3-(4-chlorophenyl)-4,5-dihydro-1,2,4-oxadiazol-5-yl]phosphonate
• CAS: 1432608-69-9
• 化学式: C₁₈H₁₇ClF₃N₂O₅P
• 分子量: 464.765
• InChiKey: ZHYZEZAALQWHQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.25
• 重原子数：
  30.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  69.59
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  O,O-dimethyl-N-(3-methoxyphenyl)trifluoroacetimidoylphosphonate 、 Alpha,4-二氯苯甲醛肟 在 三乙胺 作用下， 以 乙醚 为溶剂， 以80%的产率得到O,O-dimethyl [4-(3-methoxyphenyl)-5-trifluoromethyl-3-(4-chlorophenyl)-4,5-dihydro-1,2,4-oxadiazol-5-yl]phosphonate
  参考文献：
  名称：

  N-aryltrifluoroacetimidoylphosphonates

  摘要：

  By reaction of N-aryltrifluoroacetimidoyl chlorides with trialkyl phosphites the corresponding N-aryltrifluoroacetimidoylphosphonates CF3C(=NAr)P(O)(OR)(2) existing as dynamic equilibrium mixture of Z,Eisomers [Z/E similar to (7-12):1] were prepared. By F-19 NMR spectroscopy kinetic and activation parameters of Z-E isomerization were evaluated. Reaction of imidoylphosphonates with O-or S-centered nucleophiles leads to the products of addition to C=N bond whereas cycloaddition with of nitrile oxide gives previously unknown phosphorylated oxadiazolines.

  DOI：

  10.1134/s1070363213030079