二苯基三甲基甲硅烷基甲基磷酸酯 | 61357-03-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磷酸及其衍生物
• 中文名称: 二苯基三甲基甲硅烷基甲基磷酸酯
• 英文名称: (trimethylsilylmethyl)diphenylphosphate
• 英文别名: Diphenyl (trimethylsilyl)methyl phosphate；diphenyl trimethylsilylmethyl phosphate
• CAS: 61357-03-7
• 化学式: C₁₆H₂₁O₄PSi
• 分子量: 336.4
• InChiKey: HZRCQSUJIUKZIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  22
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二苯基三甲基甲硅烷基甲基磷酸酯 反应 5.0h， 生成 [ethyl(dimethyl)silyl] diphenyl phosphate
  参考文献：
  名称：

  Synthesis and study of the thermal stability of siliconcontaining esters of phosphorus acids. 4. Thermal rearrangement of trimethylsilylmethyl esters of phosphorus acids

  摘要：

  NMR spectroscopy has been used to study the thermal rearrangement of siliconeopentyl esters of phosphorus acids Me3SiCH2OP(O)R2 (I, R = CF3CH2O, PhO, t-BuCH2O, Bu). It has been established that in all cases the products of the rearrangement are the respective silyl esters Me2EtSiOP(O)R2 (II). The thermal rearrangement of (Me3SiCH2O)2P(O)OR' (III, R' = Ph, t-BuCH2, Me3SiCH2) is similar. It has been shown that electronic and steric attributes of the substituents R and R' on the phosphorus atom are practically without effect on the extent of the thermal rearrangement. The presence of acidic additives, and initiators and inhibitors of radical reactions did not significantly influence the course of the rearrangement. It was concluded that this rearrangement apparently takes place as a result of heterolysis of the C-OP bond and simultaneous nucleophilic attack on the silicon atom by the phosphoryl part of the molecule.

  DOI：

  10.1007/bf00961369
• 作为产物：
  描述：

  三甲基硅基甲醇 、 氯磷酸二苯酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 二苯基三甲基甲硅烷基甲基磷酸酯
  参考文献：
  名称：

  Synthesis and investigation of the thermal stability of siliconcontaining esters of phosphorus acids. 2. Thermal rearrangement of trimethylsilylmethyl (?siliconeopentyl?) esters of phosphorus acids

  摘要：

  DOI：

  10.1007/bf00951719

文献信息

• ZAXAROV L. S.; DROZDOVA T. D.; SVOREN V. A.; KABACHNIK M. I., IZV. AN CCCP CEP. XIM., 1979, HO 11, 2564-2571
  作者：ZAXAROV L. S.、 DROZDOVA T. D.、 SVOREN V. A.、 KABACHNIK M. I.

  DOI：——

  日期：——
• KABACHNIK, M. I.;ZAXAROV, L. S.;MOLCHANOVA, G. N.;DROZDOVA, T. D.;PETROVS+, IZV. AN CCCP. CEP. XIM.,(1991) N, S. 1155-1158
  作者：KABACHNIK, M. I.、ZAXAROV, L. S.、MOLCHANOVA, G. N.、DROZDOVA, T. D.、PETROVS+

  DOI：——

  日期：——
• Kabachnik, M. I.; Zakharov, L. S.; Molchanova, G. N., Phosphorus, Sulfur and Silicon and the Related Elements, 1993, vol. 77, # 1-4, p. 203
  作者：Kabachnik, M. I.、Zakharov, L. S.、Molchanova, G. N.、Goryunov, E. I.、Petrovskii, P. V.、et al.

  DOI：——

  日期：——
• Synthesis and study of the thermal stability of siliconcontaining esters of phosphorus acids. 4. Thermal rearrangement of trimethylsilylmethyl esters of phosphorus acids
  作者：M. I. Kabachnik、L. S. Zakharov、G. N. Molchanova、T. D. Drozdova、P. V. Petrovskii

  DOI：10.1007/bf00961369

  日期：1991.5

  NMR spectroscopy has been used to study the thermal rearrangement of siliconeopentyl esters of phosphorus acids Me3SiCH2OP(O)R2 (I, R = CF3CH2O, PhO, t-BuCH2O, Bu). It has been established that in all cases the products of the rearrangement are the respective silyl esters Me2EtSiOP(O)R2 (II). The thermal rearrangement of (Me3SiCH2O)2P(O)OR' (III, R' = Ph, t-BuCH2, Me3SiCH2) is similar. It has been shown that electronic and steric attributes of the substituents R and R' on the phosphorus atom are practically without effect on the extent of the thermal rearrangement. The presence of acidic additives, and initiators and inhibitors of radical reactions did not significantly influence the course of the rearrangement. It was concluded that this rearrangement apparently takes place as a result of heterolysis of the C-OP bond and simultaneous nucleophilic attack on the silicon atom by the phosphoryl part of the molecule.
• Synthesis and investigation of the thermal stability of siliconcontaining esters of phosphorus acids. 2. Thermal rearrangement of trimethylsilylmethyl (?siliconeopentyl?) esters of phosphorus acids
  作者：L. S. Zakharov、T. D. Drozdova、V. A. Svoren'、M. I. Kabachnik

  DOI：10.1007/bf00951719

  日期：1979.11