2-(二异丙基氨基)苯甲腈 | 1026036-82-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-(二异丙基氨基)苯甲腈
• 英文名称: 2-(diisopropylamino)benzonitrile
• 英文别名: 2-[Di(propan-2-yl)amino]benzonitrile
• CAS: 1026036-82-7
• 化学式: C₁₃H₁₈N₂
• 分子量: 202.299
• InChiKey: XCVKOHVWTSCENY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  邻氯苯腈 、 二异丙胺 在 正丁基锂 、 氯化铵 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 1.25h， 以61%的产率得到3-(N,N-二异丙基氨基)苯甲腈
  参考文献：
  名称：

  Synthesis of N,N-dialkylaminobenzonitriles and halo-(N,N-dialkyl)benzamidines by reaction of halobenzonitriles with lithium amides

  摘要：

  3- and 4-N,N-Dialkylaminobenzonitriles and 4-chloro-(N,N-dialkyl)benzamidines were isolated by reacting 4-chlorobenzonitrile with hindered lithium amides under thermodynamic (0 degrees C) and kinetic control conditions (-78 degrees C), respectively. As previously reported, a benzyne mechanism seems to be confirmed since N,N-dialkylaminobenzonitriles are formed. Only benzamidines were isolated in fair to high yields at both 0 degrees C and -78 degrees C with non-hindered lithium amides. Exploitation and mechanistic rationale of the reaction of different halobenzonitriles are also reported. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.06.066

文献信息

• POLYMERS FUNCTIONALIZED WITH NITRILE COMPOUNDS CONTAINING A PROTECTED AMINO GROUP
  申请人：Bridgestone Corporation

  公开号：EP2382240A2

  公开（公告）日：2011-11-02
• [EN] POLYMERS FUNCTIONALIZED WITH NITRILE COMPOUNDS CONTAINING A PROTECTED AMINO GROUP<br/>[FR] POLYMÈRES FONCTIONNALISÉS AVEC DES COMPOSÉS DE NITRILE CONTENANT UN GROUPE AMINO PROTÉGÉ
  申请人：BRIDGESTONE CORP

  公开号：WO2010085622A2

  公开（公告）日：2010-07-29

  A method for preparing a functionalized polymer, the method comprising the steps of (i) polymerizing monomer with a coordination catalyst to form a reactive polymer; and (ii) reacting the reactive polymer with a nitrile compound containing a protected amino group.
• Synthesis of N,N-dialkylaminobenzonitriles and halo-(N,N-dialkyl)benzamidines by reaction of halobenzonitriles with lithium amides
  作者：Paola Vitale、Leonardo Di Nunno、Antonio Scilimati

  DOI：10.1016/j.tet.2011.06.066

  日期：2011.9

  3- and 4-N,N-Dialkylaminobenzonitriles and 4-chloro-(N,N-dialkyl)benzamidines were isolated by reacting 4-chlorobenzonitrile with hindered lithium amides under thermodynamic (0 degrees C) and kinetic control conditions (-78 degrees C), respectively. As previously reported, a benzyne mechanism seems to be confirmed since N,N-dialkylaminobenzonitriles are formed. Only benzamidines were isolated in fair to high yields at both 0 degrees C and -78 degrees C with non-hindered lithium amides. Exploitation and mechanistic rationale of the reaction of different halobenzonitriles are also reported. (C) 2011 Elsevier Ltd. All rights reserved.