(Z)-methyl 2-[cyano(2,4,4-trimethylpentan-2-ylimino)methyl]benzoate | 1615677-42-3

• 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: (Z)-methyl 2-[cyano(2,4,4-trimethylpentan-2-ylimino)methyl]benzoate
• CAS: 1615677-42-3
• 化学式: C₁₈H₂₄N₂O₂
• 分子量: 300.401
• InChiKey: QPBVDOCEXXOPSS-HMMYKYKNSA-N

物化性质

• 沸点：
  404.4±47.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.0
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  62.45
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  N-[3-cyano-3-methoxy-1(3H)-isobenzofuranylidene]-2,4,4-trimethyl-2-pentanamine 在 二异丁基氢化铝 作用下， 以 正己烷 为溶剂， 以67%的产率得到(Z)-methyl 2-[cyano(2,4,4-trimethylpentan-2-ylimino)methyl]benzoate
  参考文献：
  名称：

  New Entry to the Synthesis of α-Iminonitriles by Lewis Acid Mediated Isomerization of Cyano-Substituted Iminoisobenzofurans Prepared by Palladium-Catalyzed Three-Component Coupling of Arynes, Isocyanides, and Cyanoformates

  摘要：

  A variety of alpha-iminonitriles were formed as the minor products of three-component coupling reactions of arynes, isocyanides, and cyanoformates in the presence of the cationic palladium complex [Pd(NCPh)(2)(dppf)1(BF4)(2) as the catalyst, along with cyano-substituted iminoisobenzofurans as the major products. alpha-Iminonitriles obtained from this process are hardly accessible by conventional methods. In addition, when the isolated iminoisobenzofurans were treated with diisobutylaluminum hydride (DIBAL-H) or AlMe3, the transformation of cyano-substituted iminoisobenzofurans into alpha-iminonitriles was observed.

  DOI：

  10.1021/om500408h