1-Ethyl-4-ethoxycarbonyl-pyridiniumiodid | 15592-12-8

• 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: 1-Ethyl-4-ethoxycarbonyl-pyridiniumiodid
• 英文别名: N-Ethyl-4-ethoxycarbonyl-pyridiniumiodid；1-ethyl-4-carbomethoxypyridinium iodide；ethyl 1-ethylpyridin-1-ium-4-carboxylate;iodide
• CAS: 15592-12-8
• 化学式: C₁₀H₁₄NO₂*I
• 分子量: 307.131
• InChiKey: WRYSCFRPQMLRBR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.83
• 重原子数：
  14.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  30.18
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-Ethyl-4-ethoxycarbonyl-pyridiniumiodid 在 ammonium hexafluorophosphate 作用下， 以 水 为溶剂， 以0.1 g的产率得到N-ethyl ethyl isonicotinate hexafluorophosphate
  参考文献：
  名称：

  Evolutionary Design of Low Molecular Weight Organic Anolyte Materials for Applications in Nonaqueous Redox Flow Batteries

  摘要：

  The integration of renewable energy sources into the electric grid requires low-cost energy storage systems that mediate the variable and intermittent flux of energy associated with most renewables. Nonaqueous redox-flow batteries have emerged as a promising technology for grid-scale energy storage applications. Because the cost of the system scales with mass, the electroactive materials must have a low equivalent weight (ideally 150 g/(mol e(-)) or less), and must function with low molecular weight supporting electrolytes such as LiBF4. However, soluble anolyte materials that undergo reversible redox processes in the presence of Li-ion supports are rare. We report the evolutionary design of a series of pyridine-based anolyte materials that exhibit up to two reversible redox couples at low potentials in the presence of Li-ion supporting electrolytes. A combination of cyclic voltammetry of anolyte candidates and independent synthesis of their corresponding charged-states was performed to rapidly screen for the most promising candidates. Results of this workflow provided evidence for possible decomposition pathways of first-generation materials and guided synthetic modifications to improve the stability of anolyte materials under the targeted conditions. This iterative process led to the identification of a promising anolyte material, N-methyl 4-acetylpyridinium tetrafluoroborate. This compound is soluble in nonaqueous solvents, is prepared in a single synthetic step, has a low equivalent weight of 111 g/(mol e(-)), and undergoes two reversible 1e reductions in the presence of LiBF4 to form reduced products that are stable over days in solution.

  DOI：

  10.1021/jacs.5b09572
• 作为产物：
  描述：

  异烟酸甲酯 、 碘乙烷 以 甲醇 为溶剂， 生成 1-Ethyl-4-ethoxycarbonyl-pyridiniumiodid
  参考文献：
  名称：

  碘化吡啶的溶剂取向 1H NMR 化学位移及白金汉方程的应用

  摘要：

  摘要 1-乙基-4-碳甲氧基吡啶鎓碘化物 (Py + I - ) 的 1 H NMR 研究已在介电常数范围为 4.81–78.4 的各种纯溶剂中进行。已经研究了溶剂对吡啶环质子（δ 2,6 和 δ 3,5 ）化学位移的影响，以设想和理解带正电荷的吡啶环与溶剂的相互作用。发现这些相互作用随着溶剂极性的增加而减少。负责与极性溶剂相互作用的溶质参数是根据白金汉方程图的斜率和截距计算的。溶剂极性参数的比较；进行了上述相互作用的介电常数（ e ）和介电函数（ η ），这表明碘离子（ I - ）随着溶剂极性的增加而倾斜，而不是完全垂直于 Py + 环。观察到的 δ 2,6 和 Δ δ（环质子的化学位移之间的差异，Δ δ = δ 2,6 - δ 3,5 ）与各种溶剂极性参数的线性变化表明 Py 的 Δ δ 值+ I - 可以以与 Z 值类似的方式用作溶剂极性参数。它可能更适用于同步有机合成和核磁共振分析过程中的溶剂选择。6

  DOI：

  10.1016/j.molstruc.2008.09.026

文献信息

• Johnson, David; Roberts, Ian; Taylor, Peter G., Journal of the Chemical Society. Perkin transactions II, 1981, p. 409 - 413
  作者：Johnson, David、Roberts, Ian、Taylor, Peter G.

  DOI：——

  日期：——