1-Phenyl-1-triphenylphosphoranylideneoct-3-yn-2-one | 97432-91-2

• 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: 1-Phenyl-1-triphenylphosphoranylideneoct-3-yn-2-one
• 英文别名: 1-Phenyl-oct-3-in-2-on-yliden-triphenyl-phosphoran；1-Phenyl-1-(triphenyl-lambda5-phosphanylidene)oct-3-yn-2-one；1-phenyl-1-(triphenyl-λ5-phosphanylidene)oct-3-yn-2-one
• CAS: 97432-91-2
• 化学式: C₃₂H₂₉OP
• 分子量: 460.555
• InChiKey: CMNFQCAWPUMSTO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-Phenyl-1-triphenylphosphoranylideneoct-3-yn-2-one 反应 -6.0h， 以46%的产率得到1-phenylocta-1,3-diyne
  参考文献：
  名称：

  Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 8. Preparation of symmetrical and unsymmetrical 1,3-diynes from alkynoyl ylides and oxalyl diylides

  摘要：

  Seven examples of the alkynoyl phosphorus ylides 5 have been prepared and are found, upon flash vacuum pyrolysis (FVP) at 750 degrees C, to undergo extrusion of Ph(3)PO to give the unsymmetrical 1,3-diynes 9 in moderate yield. Six examples of the oxalyl diylides 6 have been prepared and their fully assigned C-13 NMR spectra are presented. Upon FVP, those with R = aryl undergo two-fold extrusion of Ph(3)PO to give symmetrical 1,3-diynes 13 but this requires the unusually severe temperature of 900 degrees C. In contrast those with R = CO(2)Me, CO(2)Et or COPh undergo complete reaction at 500 degrees C but afford only Ph(3)PO and fragmentation products.

  DOI：

  10.1039/p19960000485
• 作为产物：
  描述：

  2-heptynoic acid chloride 、 苯基次甲基三苯基膦烷 在 三乙胺 作用下， 生成 1-Phenyl-1-triphenylphosphoranylideneoct-3-yn-2-one
  参考文献：
  名称：

  Gough,S.T.D.; Trippett,S., Journal of the Chemical Society, 1964, p. 543 - 544

  摘要：

  DOI：

文献信息

• Flash vacuum pyrolysis of stabilised phosphorus ylides. Part 8. Preparation of symmetrical and unsymmetrical 1,3-diynes from alkynoyl ylides and oxalyl diylides
  作者：R. Alan Aitken、Hugues Hérion、Caroline E. R. Horsburgh、Nazira Karodia、Shirley Seth

  DOI：10.1039/p19960000485

  日期：——

  Seven examples of the alkynoyl phosphorus ylides 5 have been prepared and are found, upon flash vacuum pyrolysis (FVP) at 750 degrees C, to undergo extrusion of Ph(3)PO to give the unsymmetrical 1,3-diynes 9 in moderate yield. Six examples of the oxalyl diylides 6 have been prepared and their fully assigned C-13 NMR spectra are presented. Upon FVP, those with R = aryl undergo two-fold extrusion of Ph(3)PO to give symmetrical 1,3-diynes 13 but this requires the unusually severe temperature of 900 degrees C. In contrast those with R = CO(2)Me, CO(2)Et or COPh undergo complete reaction at 500 degrees C but afford only Ph(3)PO and fragmentation products.
• Gough,S.T.D.; Trippett,S., Journal of the Chemical Society, 1964, p. 543 - 544
  作者：Gough,S.T.D.、Trippett,S.

  DOI：——

  日期：——