β-Hydroxy-β-phenylaethyl(triphenyl)phosphonium | 107179-35-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: β-Hydroxy-β-phenylaethyl(triphenyl)phosphonium
• CAS: 107179-35-1
• 化学式: C₂₆H₂₄OP
• 分子量: 383.45
• InChiKey: PJSCNBMIKPGUQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.71
• 重原子数：
  28.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  甲基三苯基溴化膦 、 苯甲醛 在 正丁基锂 作用下， 生成 β-Hydroxy-β-phenylaethyl(triphenyl)phosphonium 、 、
  参考文献：
  名称：

  ESI-MS detection of ionic intermediates in phosphine-mediated reactions

  摘要：

  This article describes the application of electrospray ionization mass spectrometry (ESI-MS) to the detection of transient intermediates in the Wittig, Mitsunobu, and Staudinger reactions directly from solution. Ionic intermediates in these reactions could be detected directly and zwitterionic intermediates indirectly upon quenching reaction aliquots with acid. For each reaction, intermediates were identified that correlate with those proposed on the basis of P-31 NMR analysis. Furthermore, ESI-MS spectra were uncomplicated by fragmentation of molecular ions and showed unambiguous single peaks for each species present and, consequently, interpretation of spectra was straightforward. The progress of reactions could be monitored over time by following the gradual appearance and disappearance of peaks corresponding to transient intermediates.

  DOI：

  10.1021/ja00058a054