1,1-di(prop-2-yn-1-yl)piperidin-1-ium bromide | 1337983-08-0

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,1-di(prop-2-yn-1-yl)piperidin-1-ium bromide
• 英文别名: 1,1-bis(prop-2-ynyl)piperidin-1-ium;bromide
• CAS: 1337983-08-0
• 化学式: Br*C₁₁H₁₆N
• 分子量: 242.159
• InChiKey: DXHXGBABUBMLCX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.74
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,1-di(prop-2-yn-1-yl)piperidin-1-ium bromide 在 sodium hexaflorophosphate 作用下， 以 水 为溶剂， 以38%的产率得到bis(propargyl)piperidinium hexafluorophosphate
  参考文献：
  名称：

  The Pauson-Khand Reaction: A Gas-Phase and Solution-Phase Examination Using Electrospray Ionization Mass Spectrometry

  摘要：

  A series of dicobalt hexacarbonyl complexes with charged alkyne ligands were prepared to enable the study of the Pauson-Khand reaction using ESI-MS. The hexacarbonyl complexes can be activated in the gas phase through removal of a CO ligand. The resulting pentacarbonyl ions react readily with alkenes, and no discrimination between alkenes was found for this step, indicating that alkene association is not rate determining in the intermolecular reaction. Solution-phase ESI-MS studies on a system set up for intramolecular reactivity revealed only the hexacarbonyl complex as a detectable intermediate, and the reaction was shown to have a large enthalpy and entropy of activation, consistent with ligand dissociation being rate limiting in the reaction.

  DOI：

  10.1021/om200717r
• 作为产物：
  描述：

  哌啶 在 sodium hydride 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 27.0h， 生成 1,1-di(prop-2-yn-1-yl)piperidin-1-ium bromide
  参考文献：
  名称：

  The Pauson-Khand Reaction: A Gas-Phase and Solution-Phase Examination Using Electrospray Ionization Mass Spectrometry

  摘要：

  A series of dicobalt hexacarbonyl complexes with charged alkyne ligands were prepared to enable the study of the Pauson-Khand reaction using ESI-MS. The hexacarbonyl complexes can be activated in the gas phase through removal of a CO ligand. The resulting pentacarbonyl ions react readily with alkenes, and no discrimination between alkenes was found for this step, indicating that alkene association is not rate determining in the intermolecular reaction. Solution-phase ESI-MS studies on a system set up for intramolecular reactivity revealed only the hexacarbonyl complex as a detectable intermediate, and the reaction was shown to have a large enthalpy and entropy of activation, consistent with ligand dissociation being rate limiting in the reaction.

  DOI：

  10.1021/om200717r

文献信息

• The Stevens rearrangement of propargyl-containing ammonium salts
  作者：A. Kh. Gyulnazaryan、T. A. Sahakyan、G. T. Sargsyan、J. V. Grigoryan、G. M. Muradyan、G. A. Panosyan、R. A. Tamazyan、A. G. Ayvazyan、A. M. Petrosyan

  DOI：10.1134/s1070363216050054

  日期：2016.5

  The Stevens rearrangement of ammonium salts with two propargyl group at the ammonium nitrogen results in the formation of amines containing acetylene-acetylene and acetylene-allene fragments.

  在铵氮上具有两个炔丙基的铵盐的史蒂文斯重排导致形成包含乙炔-乙炔和乙炔-丙二烯片段的胺。
• Formation of pyrrolinium derivatives in the bromination reaction of N,N-dipropargyl ammonium salts
  作者：A. Kh. Gyulnazaryan、T. A. Sahakyan、R. A. Tamazyan、A. G. Ayvazyan、G. A. Panosyan、A. B. Yeremyan

  DOI：10.1134/s1070363217100061

  日期：2017.10

  Bromination of ammonium salts containing two propargyl groups afforded bromine-substituted derivatives of pyrrolinium salts. The reactions of piperidinium and morpholinium analogs resulted in spirocyclic ammonium salts.

  含有两个炔丙基的铵盐的溴化得到吡咯鎓盐的溴取代的衍生物。哌啶鎓和吗啉鎓类似物的反应产生螺环铵盐。