tripropylphosphonium perchlorate | 192454-58-3

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: tripropylphosphonium perchlorate
• 英文别名: Perchloric acid--tripropylphosphane (1/1)；perchloric acid;tripropylphosphane
• CAS: 192454-58-3
• 化学式: C₉H₂₁P*ClHO₄
• 分子量: 260.698
• InChiKey: XDUJCABFSDJYMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.43
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  71.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  三丙基磷 、 莰烯 在 sodium perchlorate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 以18%的产率得到(Pr3PO)x*HClO4
  参考文献：
  名称：

  Electrochemical oxidation of tertiary phosphines in the presence of camphene

  摘要：

  Anodic oxidation of tertiary phosphines (tripropyl-, tributyl-, and triphenylphosphine) in the presence of a bicyclic alkene (camphene) on a platinum and a glassy carbon electrodes was studied. For the first time the voltammetric characteristics of the process of camphene anodic oxidation were obtained. The electrochemical reactions with alkyl and aromatic phosphine were found to be dissimilar. The results of preparative electrooxidation of trialkylphosphines showed that in the course of electrolysis the tertiary phosphine cation-radicals generated on the anode enter into two concurrent reactions: (1) with the parent phosphine to form eventually trialkylphosphonium salts and trialkylphosphine oxides presumably as complex compounds and (2) with camphene to form trialkylcamphenylphosphonium salts and probably phosphonium salts with a monocyclic substituent. Preparative electrochemical oxidation of triphenylphosphine in the presence of camphene affords almost exclusively either triphenylphosphine oxide (in the experiment with platinum anode) or the triphenylphosphine oxide complex with perchloric acid (at the electrolysis on a glassy carbon anode).

  DOI：

  10.1134/s1070363209070111

文献信息

• Electrochemical oxidation of tertiary phosphines in the presence of camphene
  作者：V. A. Zagumennov、N. A. Sizova、E. V. Nikitin

  DOI：10.1134/s1070363209070111

  日期：2009.7

  Anodic oxidation of tertiary phosphines (tripropyl-, tributyl-, and triphenylphosphine) in the presence of a bicyclic alkene (camphene) on a platinum and a glassy carbon electrodes was studied. For the first time the voltammetric characteristics of the process of camphene anodic oxidation were obtained. The electrochemical reactions with alkyl and aromatic phosphine were found to be dissimilar. The results of preparative electrooxidation of trialkylphosphines showed that in the course of electrolysis the tertiary phosphine cation-radicals generated on the anode enter into two concurrent reactions: (1) with the parent phosphine to form eventually trialkylphosphonium salts and trialkylphosphine oxides presumably as complex compounds and (2) with camphene to form trialkylcamphenylphosphonium salts and probably phosphonium salts with a monocyclic substituent. Preparative electrochemical oxidation of triphenylphosphine in the presence of camphene affords almost exclusively either triphenylphosphine oxide (in the experiment with platinum anode) or the triphenylphosphine oxide complex with perchloric acid (at the electrolysis on a glassy carbon anode).