phosphorous acid 1,2,2,6,6-pentamethyl-4-piperidinyl ester dichloride | 215184-97-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: phosphorous acid 1,2,2,6,6-pentamethyl-4-piperidinyl ester dichloride
• 英文别名: Dichloro-(1,2,2,6,6-pentamethylpiperidin-4-yl)oxyphosphane
• CAS: 215184-97-7
• 化学式: C₁₀H₂₀Cl₂NOP
• 分子量: 272.155
• InChiKey: MXLHBLFITNEUTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α,α'-双(4-羟基-3,5-二甲苯基)-1,4-二异丙苯 、 phosphorous acid 1,2,2,6,6-pentamethyl-4-piperidinyl ester dichloride 在 N-甲基哌啶 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以24.7%的产率得到1,2,2,6,6-pentamethyl-4({2,2,7,7,10,16,19,19,24,24,27,33,36,37,42,43-hexdecamethyl-30-[(1,2,2,6,6-pentamethyl-4-piperidyl)oxy]-12,14,29,31-tetraoxa-13,30-diphosphaheptacyclo[30.2.2.2^3,6.2^8,11.2^15,18.2^20,23.2^25,28]hexatetraconta-1(34),3,5,...})
  参考文献：
  名称：

  SYNTHESIS OF NEW PHOSPHORUS CONTAINING MACROCYLES

  摘要：

  The reaction of 1,2,2,6,6-tetramethylpiperidin-4-ol 1 with PCl3 gives the phosphorous acid monoester dichloride 2. This compound forms the macrocycles 4 and 6, respectively, in a (2 + 2) cyclocondensation with the bisphenols 3 and 5. Macrocycle 6 could be oxidized to the phosphate macrocycle 7. In the reaction of 6 with sulfur the thiophosphate macrocycle 8 was obtained. A multi-step one-pot reaction of bisphenol 5 with PCl3 leads to the phosphorus containing out,out-cryptand 9 and in,out-cryptand 10. The in-phosphorus in cryptand 10 showed an approximately 3000 times lower oxidation rate than the out-phosphorus in the reaction with cumenehydroperoxide.

  DOI：

  10.1080/10426509708033701
• 作为产物：
  描述：

  五甲基哌啶醇 在 N-甲基哌啶 、 三氯化磷 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以22%的产率得到phosphorous acid 1,2,2,6,6-pentamethyl-4-piperidinyl ester dichloride
  参考文献：
  名称：

  SYNTHESIS OF NEW PHOSPHORUS CONTAINING MACROCYLES

  摘要：

  The reaction of 1,2,2,6,6-tetramethylpiperidin-4-ol 1 with PCl3 gives the phosphorous acid monoester dichloride 2. This compound forms the macrocycles 4 and 6, respectively, in a (2 + 2) cyclocondensation with the bisphenols 3 and 5. Macrocycle 6 could be oxidized to the phosphate macrocycle 7. In the reaction of 6 with sulfur the thiophosphate macrocycle 8 was obtained. A multi-step one-pot reaction of bisphenol 5 with PCl3 leads to the phosphorus containing out,out-cryptand 9 and in,out-cryptand 10. The in-phosphorus in cryptand 10 showed an approximately 3000 times lower oxidation rate than the out-phosphorus in the reaction with cumenehydroperoxide.

  DOI：

  10.1080/10426509708033701