1-methyl-4-acetylpyridinyl radical | 63922-67-8

• 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-methyl-4-acetylpyridinyl radical
• 英文别名: 1-Methyl-4-acetyl-pyridinyl-radikal；1-Methyl-4-acetylpyridinyl
• CAS: 63922-67-8
• 化学式: C₈H₁₀NO
• 分子量: 136.173
• InChiKey: WXYDLKVHBWZWGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  sodium 1-(1-methylpyridin-4(1H)-ylidene)ethanolate 、 4-acetyl-N-methylpyridinium tetrafluoroborate 以 乙腈 为溶剂， 以91%的产率得到1-methyl-4-acetylpyridinyl radical
  参考文献：
  名称：

  [EN] ORGANIC ANOLYTE MATERIALS FOR FLOW BATTERIES
  [FR] MATIÈRES ANOLYTIQUES ORGANIQUES POUR BATTERIES À FLUX

  摘要：

  本发明公开了用于氧化还原流电池的有机阳极材料以及含有有机阳极材料的氧化还原流电池。

  公开号：

  WO2016200870A1

文献信息

• Electron-transfer reactions of rhenium carbonyl radicals with N-methylpyridinium cations: application of Marcus-type relationships
  作者：Michael R. Burke、Theodore L. Brown

  DOI：10.1021/ja00196a027

  日期：1989.7

  radicals, Re(CO)sub 4}L* (L = PMesub 3} or P(O-i-Pr)sub 3}), generated via flash photolysis at 22degree}C of acetonitrile solutions of the corresponding dinuclear compounds, Resub 2}(CO)sub 8}Lsub 2}, are observed to undergo electron transfer to substituted N-methylpyridinium cations. Reaction rates were measured by observing the disappearance of the transient absorption due to Re(CO)sub 4}L* or

  铼羰基自由基，Re(CO)sub 4}L* (L = PMesub 3} 或 P(Oi-Pr)sub 3})，通过在 22°}C 的乙腈溶液的闪光光解产生观察到相应的双核化合物 Resub 2}(CO)sub 8}Lsub 2} 发生电子转移到取代的 N-甲基吡啶鎓阳离子。通过观察由于Re(CO)sub 4}L* 引起的瞬时吸收的消失或由于产物吡啶基自由基引起的吸收的出现来测量反应速率。
• Evolutionary Design of Low Molecular Weight Organic Anolyte Materials for Applications in Nonaqueous Redox Flow Batteries
  作者：Christo S. Sevov、Rachel E. M. Brooner、Etienne Chénard、Rajeev S. Assary、Jeffrey S. Moore、Joaquín Rodríguez-López、Melanie S. Sanford

  DOI：10.1021/jacs.5b09572

  日期：2015.11.18

  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.