2,2,3-Triphenylpent-4-enenitrile | 136844-01-4

• 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: 2,2,3-Triphenylpent-4-enenitrile
• CAS: 136844-01-4
• 化学式: C₂₃H₁₉N
• 分子量: 309.411
• InChiKey: QEUPRKPLWVWICR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  23.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  (E)-cinnamyl azide 以 苯 为溶剂， 反应 1.25h， 生成 2,2,3-Triphenylpent-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

文献信息

• Iminophosphorane-mediated one-pot conversion of allyl azides into α-allylated nitriles by a consecutive staudinger reaction/ aza-wittig reaction/3-aza-claisen rearrangement process
  作者：Pedro Molina、Mateo Alajarin、Carmen Lopez-Leonardo

  DOI：10.1016/0040-4039(91)80623-e

  日期：1991.8

  One-pot conversion of allyl azides 1 into nitriles 3 under mild and neutral conditions is reported. The method involves sequential treatment of 1 with triphenylphosphine and the corresponding ketene to give 3.