4‑(diisopropylamino)benzonitrile | 282118-97-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4‑(diisopropylamino)benzonitrile
• 英文别名: 4-[bis(propan-2-yl)amino]benzonitrile；4-(N,N-diisopropylamino)benzonitrile；4-(diisopropylamino)benzonitrile；4-DIABN；DIABN；4-[di(propan-2-yl)amino]benzonitrile
• CAS: 282118-97-2
• 化学式: C₁₃H₁₈N₂
• 分子量: 202.299
• InChiKey: TWFWUDXARNEXLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 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

安全信息

• 海关编码：
  2926909090

反应信息

• 作为产物：
  描述：

  O-benzoyl-N,N-diisopropylhydroxylamine 、 4-氰基苯硼酸新戊二醇酯 在 copper(I) trifluoromethanesulfonate benzene 、 cesium fluoride 、 双(二环己基膦基苯基)醚 作用下， 以 四氢呋喃 为溶剂， 以94%的产率得到4‑(diisopropylamino)benzonitrile
  参考文献：
  名称：

  实用的催化合成位阻苯胺的方法。

  摘要：

  描述了一种合成位阻苯胺的实用催化方法。芳基和杂芳基硼酸酯的胺化反应是使用从... ...原位制备的催化剂完成的。

  DOI：

  10.1039/c5cc03565a

文献信息

• POLYMERS FUNCTIONALIZED WITH NITRILE COMPOUNDS COMTAINING A PROTECTED AMINO GROUP
  申请人：Luo Steven

  公开号：US20120059112A1

  公开（公告）日：2012-03-08

  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.

  一种制备功能化聚合物的方法，包括以下步骤：(i)使用配位催化剂聚合单体以形成反应性聚合物；(ii)将反应性聚合物与含有受保护氨基团的腈化合物反应。
• POLYMERS FUNCTIONALIZED WITH NITRILE COMPOUNDS CONTAINING A PROTECTED AMINO GROUP
  申请人：BRIDGESTONE CORPORATION

  公开号：US20130085227A1

  公开（公告）日：2013-04-04

  A method for preparing a functionalized polymer, the method comprising the steps of polymerizing monomer with a coordination catalyst to form a reactive polymer and reacting the reactive polymer with a nitrile compound containing a protected amino group.

  一种制备功能化聚合物的方法，包括以下步骤：使用配位催化剂聚合单体以形成反应性聚合物，并将反应性聚合物与含有受保护氨基团的腈化合物反应。
• Effect of the aryl group substituent in the dimerization of 3-arylisoxazoles to syn 2,6-diaryl-3,7-diazatricyclo[4.2.0.02,5]octan-4,8-diones induced by LDA
  作者：Leonardo Di Nunno、Paola Vitale、Antonio Scilimati

  DOI：10.1016/j.tet.2008.09.063

  日期：2008.12

  3-Arylisoxazoles react with LDA in THF at 0 degrees C affording syn-2,6-diaryl-3,7-diazatricyclo[4.2.0.0(2,5)]octan-4,8-diones (bis-azetidinones), via stereoselective dimerization of an azetinone anion intermediate. A fragmentation reaction affording arylnitriles may compete with electronic and steric effects of the substituent present in the aryl group being pivotal in determining the outcome of this reaction. An interesting behaviour with LDA of arylnitriles arising from the fragmentation reaction of some 3-arylisoxazoles was also observed. N,N-Diisopropylaminobenzonitriles were in fact formed (plausibly via a benzyne mechanism) from 3-(4-chlorophenyl)isoxazole and 3-(2-chlorophenyl)isoxazole, whereas 3-(2-methylphenyl)isoquinolin-1-amine was isolated starting from 3-(2-methylphenyl)isoxazole and LDA. (C) 2008 Elsevier Ltd. All rights reserved.
• 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.
• US8344066B2
  申请人：——

  公开号：US8344066B2

  公开（公告）日：2013-01-01