N-cyclohexylidene-cyanomethylamine

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-cyclohexylidene-cyanomethylamine
• 英文别名: 2-(Cyclohexylideneamino)acetonitrile
• 化学式: C₈H₁₂N₂
• 分子量: 136.197
• InChiKey: CUNNKPDAJPDJAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  36.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-cyclohexylidene-cyanomethylamine 、 N-甲基马来酰亚胺 以15%的产率得到
  参考文献：
  名称：

  TSUGE, OTOHIKO;UENO, KAZUNORI;KANEMASA, SHUJI;YOROZU, KIYOTAKA, BULL. CHEM. SOC. JAP., 59,(1986) N 6, 1809-1824

  摘要：

  DOI：
• 作为产物：
  描述：

  环己酮 以81%的产率得到
  参考文献：
  名称：

  Selva Maurizio, Tundo Pietro, Marques Carlos A., Synth. Commun, 25 (1995) N 3, S 369-378

  摘要：

  DOI：

文献信息

• Stereoselectivity of Cydoaddition of<i>N</i>-(Cyanomethyl)- and<i>N</i>-(α-Cyanobenzyl)imines with Olefinic Dipolarophiles. Synthetic Equivalents of Nitrile Ylide 1,3-Dipoles
  作者：Otohiko Tsuge、Kazunori Ueno、Shuji Kanemasa、Kiyotaka Yorozu

  DOI：10.1246/bcsj.59.1809

  日期：1986.6

  N-(Cyanomethyl)- and N-(α-cyanobenzyl)imines derived from a variety of aldehydes and ketones can tautomerize into N-protonated azomethine ylides which undergo cycloadditions with olefinic dipolarophiles. These cycloadditions are often accompanied by the elimination of HCN, mostly in a stereospecific manner, showing these imines to be synthetic equivalents of nonstabilized nitrile ylides. Stereoselectivity

  衍生自各种醛和酮的 N-(氰基甲基)-和 N-(α-氰基苄基)亚胺可以互变异构为 N-质子化的偶氮甲碱叶立德，后者与烯属偶极体发生环加成反应。这些环加成通常伴随着 HCN 的消除，主要是以立体有择的方式，表明这些亚胺是不稳定的腈叶立德的合成等价物。讨论了环加成的立体选择性。
• Polymers functionalized with imine compounds containing a cyano group
  申请人：Bridgestone Corporation

  公开号：US10590208B2

  公开（公告）日：2020-03-17

  A method for preparing a functionalized polymer, the method comprising the steps of: (i) polymerizing monomer to form a reactive polymer, and (ii) reacting the reactive polymer with an imine compound containing a cyano group.

  一种制备功能化聚合物的方法，该方法包括以下步骤(i) 使单体聚合形成反应聚合物，和 (ii) 使反应聚合物与含有氰基的亚胺化合物反应。
• A Simple One-Pot Synthesis of Functionalized Ketimines from Ketones and Amine Hydrochloride Salts
  作者：M. Selva、P. Tundo、C. A. Marques

  DOI：10.1080/00397919508011368

  日期：1995.2

  Functionalized ketimines of the general formula RR'C(=NCH2Y) [R and R' = Ph, alkyl; Y = CN (1), CH2Cl (2), COOMe (3)] have been prepared by the condensation of ketones with the corresponding primary amine hydrochloride salts [NH2CH2CN.HCl (4), NH2CH2CH2Cl.HCl (5) and NH2CH2COOMe.HCl (6), respectively]. The reported reaction proceeds mildly in a single step without the need of a previous isolation of the free amine from its salt. N,N-Dimethylformamide (DMF) is used as the solvent and TiCl4 as the drying agent.
• POLYMERS FUNCTIONALIZED WITH IMINE COMPOUNDS CONTAINING A CYANO GROUP
  申请人：Bridgestone Corporation

  公开号：EP3052531A1

  公开（公告）日：2016-08-10
• Polymers Functionalized With Imine Compounds Containing A Cyano Group
  申请人：BRIDGESTONE CORPORATION

  公开号：US20160237179A1

  公开（公告）日：2016-08-18

  A method for preparing a functionalized polymer, the method comprising the steps of: (i) polymerizing monomer to form a reactive polymer, and (ii) reacting the reactive polymer with an imine compound containing a cyano group.