2-Phenyl-N-((E)-3-phenyl-allyl)-2-(triphenyl-λ⁵-phosphanylidene)-acetamide | 151231-85-5

• 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: 2-Phenyl-N-((E)-3-phenyl-allyl)-2-(triphenyl-λ⁵-phosphanylidene)-acetamide
• 英文别名: 2-phenyl-N-[(E)-3-phenylprop-2-enyl]-2-(triphenyl-lambda5-phosphanylidene)acetamide；2-phenyl-N-[(E)-3-phenylprop-2-enyl]-2-(triphenyl-λ5-phosphanylidene)acetamide
• CAS: 151231-85-5
• 化学式: C₃₅H₃₀NOP
• 分子量: 511.603
• InChiKey: XGMSKLCESLWBKU-KNTRCKAVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-Phenyl-N-((E)-3-phenyl-allyl)-2-(triphenyl-λ⁵-phosphanylidene)-acetamide 反应 0.17h， 以60%的产率得到2,3-diphenylpent-4-enenitrile
  参考文献：
  名称：

  Reaction of allyl iminophosphoranes with ketenes and acyl chlorides: one-pot preparation of 4-pentenenitriles

  摘要：

  One-pot conversion of allyl azides into 4-pentenenitriles 4 is achieved by sequential treatment of allyl azides with triphenylphosphine and the corresponding ketene under mild and neutral conditions. On the other hand, allyl iminophosphoranes and related react with arylacetic acid chlorides to give unexpectedly the phosphonium salts 5 which by treatment with base and then heating lead to 4-pentenenitriles 9.

  DOI：

  10.1016/s0040-4020(01)81880-9
• 作为产物：
  描述：

  2-丙烯-1-胺,3-苯基-N-(三苯基正膦亚基)-,(2E)- 在 sodium carbonate 作用下， 以 水 、 苯 为溶剂， 反应 28.0h， 生成 2-Phenyl-N-((E)-3-phenyl-allyl)-2-(triphenyl-λ⁵-phosphanylidene)-acetamide
  参考文献：
  名称：

  Reaction of allyl iminophosphoranes with ketenes and acyl chlorides: one-pot preparation of 4-pentenenitriles

  摘要：

  One-pot conversion of allyl azides into 4-pentenenitriles 4 is achieved by sequential treatment of allyl azides with triphenylphosphine and the corresponding ketene under mild and neutral conditions. On the other hand, allyl iminophosphoranes and related react with arylacetic acid chlorides to give unexpectedly the phosphonium salts 5 which by treatment with base and then heating lead to 4-pentenenitriles 9.

  DOI：

  10.1016/s0040-4020(01)81880-9

文献信息

• Reaction of allyl iminophosphoranes with ketenes and acyl chlorides: one-pot preparation of 4-pentenenitriles
  作者：Pedro Molina、Mateo Alajarín、Carmen López-Leonardo、Julian Alcántara

  DOI：10.1016/s0040-4020(01)81880-9

  日期：1993.6

  One-pot conversion of allyl azides into 4-pentenenitriles 4 is achieved by sequential treatment of allyl azides with triphenylphosphine and the corresponding ketene under mild and neutral conditions. On the other hand, allyl iminophosphoranes and related react with arylacetic acid chlorides to give unexpectedly the phosphonium salts 5 which by treatment with base and then heating lead to 4-pentenenitriles 9.