4-chlorpyridinium ion | 37449-65-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-chlorpyridinium ion
• 英文别名: 4-Chlorpyridiniumsalz；4-Chlor-pyridinium；4-ClC5H4NH(1+)；4-Chloropyridin-1-ium
• CAS: 37449-65-3
• 化学式: C₅H₅ClN
• 分子量: 114.554
• InChiKey: PVMNPAUTCMBOMO-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  14.1
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  4-氯吡啶 以 水 、 正戊烷 为溶剂， 生成 4-chlorpyridinium ion
  参考文献：
  名称：

  Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.14, 3.11.2, page 124 - 131

  摘要：

  DOI：

文献信息

• The displacement of the heterocyclic base R-py from [Pd(dien)(R-py)]2+(dien = 1,5-diamino-3-azapentane, R-py = 4-chloropyridine or 4-aminopyridine) by water in acid and basic solution and by chloride. The involvement of a stable five-co-ordinate species
  作者：Luciano Canovese、Lucio Cattalini、Paolo Uguagliati、Martin L. Tobe

  DOI：10.1039/dt9900003271

  日期：——

  kinetics of displacement of R-py from the [Pd(dien)(R-py)]2+ cation in acid and basic solution in the absence and presence of chloride ions are reported. In acid solution the rate of displacement of 4-chloropyridine is independent of [H+] but that for 4-aminopyridine is acid catalysed, the pyridylammonium ligand being a much better leaving group. In basic solution, the rate of displacement of 4-chloropyridine

  报告了在不存在和存在氯离子的情况下，R-py从[Pd（dien）（R-py）] 2+阳离子在酸和碱性溶液中置换的动力学。在酸性溶液中，4-氯吡啶的置换速率与[H + ]无关，但对于4-氨基吡啶则是酸催化的，吡啶鎓铵配体是一个更好的离去基团。在碱性溶液中，4-氯吡啶的置换速率遵循速率方程10 3 k obs。= 8.7 + 11.5 [OH – ] + 122 [OH – ] 2 s –1，而4-氨基吡啶配合物的值独立于[OH – ]。[Pd（dien）（4Cl-py）] 2+之间的反应Cl-和-导致快速形成稳定的中间物种，该中间物种与[Pd（dien）Cl] +和4Cl-py处于平衡状态。在4-氨基吡啶络合物的反应中没有观察到这样的中间体，该4-氨基吡啶络合物通过在平面-平面络合物中取代的正常途径失去了配体。在存在酸的情况下，Cl –的进入是不可逆的，并且两种底物均恢复为配体取代的经典机理。
• Amine Boranes. III. Propanolysis of Pyridine Boranes
  作者：G. E. Ryschkewitsch、E. R. Birnbaum

  DOI：10.1021/ic50026a029

  日期：1965.4
• Steric and Kinetic Isotope Effects in the Deprotonation of Cation Radicals of NADH Synthetic Analogs
  作者：Agnes Anne、Sylvie Fraoua、Philippe Hapiot、Jacques Moiroux、Jean-Michel Saveant

  DOI：10.1021/ja00133a014

  日期：1995.7

  The deprotonation rate constants and kinetic isotope effects of the cation radicals have been determined by combined use of direct electrochemical techniques at micro- and ultramicroelectrodes, redox catalysis, and laser flash photolysis, over a extended series of opposing bases. Significant steric hindrance to deprotonation results from encumbering of the opposing base and of the functional carbon in the cation radical by alkyl groups. Kinetic isotope effects, ranging from 2 to 12 in terms of k(H)/k(D), appear upon substituting H to D at the functional carbon of the cation radical. The modest magnitude of the kinetic isotope effects and the fact that they are insensitive to steric hindrance show that proton (or H-atom) tunneling does not interfere significantly in the deprotonation reaction. All the cation radicals in the methylacridan series are strong acids, with pK(a)'s ranging from 0.8 to 1.7, as determined from thermodynamic cycles involving measured standard potentials and hydride-transfer equilibrium constants.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.14, 3.11.2, page 124 - 131
  作者：

  DOI：——

  日期：——

表征谱图