diphenyl(benzoylmethyl)phosphine sulfide p-toluenesulfonylhydrazone | 194668-41-2

• 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: diphenyl(benzoylmethyl)phosphine sulfide p-toluenesulfonylhydrazone
• CAS: 194668-41-2
• 化学式: C₂₇H₂₅N₂O₂PS₂
• 分子量: 504.613
• InChiKey: XLEVBZJKVKDQHE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.81
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  58.53
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  diphenyl(benzoylmethyl)phosphine sulfide p-toluenesulfonylhydrazone 在 sodium methylate 作用下， 以 吡啶 为溶剂， 反应 0.17h， 以20%的产率得到1-phenyl-2-(diphenylthiophosphinoyl)diazoethane
  参考文献：
  名称：

  The β-Heteroatom Effect on Carbenes

  摘要：

  The beta-thiophosphinoyl carbene PhCCH2P(S)Ph-2 (5) has been prepared by irradiation of the corresponding diazo compound. The relative rates for insertion into the OH bond of methanol and for addition to the double bond of 2-methyl-2-butene indicate enhanced nucleophilic properties of the carbene, comparable to those of PhCCH2CH3 The unusual effect of increased nucleophilicity by an electron-withdrawing substituent probably results from hyperconjugative electron donation by the C-P bond, as recently documented for the same group in a carbocation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00341-4
• 作为产物：
  描述：

  Phenacyldiphenylthiophosphoran 、 对甲苯磺酰肼 以 甲醇 、 氯仿 为溶剂， 以68%的产率得到diphenyl(benzoylmethyl)phosphine sulfide p-toluenesulfonylhydrazone
  参考文献：
  名称：

  The β-Heteroatom Effect on Carbenes

  摘要：

  The beta-thiophosphinoyl carbene PhCCH2P(S)Ph-2 (5) has been prepared by irradiation of the corresponding diazo compound. The relative rates for insertion into the OH bond of methanol and for addition to the double bond of 2-methyl-2-butene indicate enhanced nucleophilic properties of the carbene, comparable to those of PhCCH2CH3 The unusual effect of increased nucleophilicity by an electron-withdrawing substituent probably results from hyperconjugative electron donation by the C-P bond, as recently documented for the same group in a carbocation. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00341-4