2,2,2-trifluoroethyl isonicotinate

• 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: 2,2,2-trifluoroethyl isonicotinate
• 英文别名: 2,2,2-Trifluoroethyl pyridine-4-carboxylate
• 化学式: C₈H₆F₃NO₂
• 分子量: 205.136
• InChiKey: DFCUTTOKZNFFQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  异烟酸 、 2,2,2-三氟乙醇 在 二乙胺基三氟化硫 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 以71%的产率得到2,2,2-trifluoroethyl isonicotinate
  参考文献：
  名称：

  XtalFluor-E介导的全氟化醇直接酯化羧酸

  摘要：

  据报道，由XtalFluor-E介导的羧酸与全氟化醇直接酯化。仅使用稍微过量的（2当量）全氟化醇，就可以以中等到极高的收率，用宽范围的羧酸（包括芳族，杂芳族，脂族和非外消旋手性底物）获得相应的多氟化酯。对照实验表明，该反应不通过的酰基氟化物的形成继续进行，但最有可能通过一个（二乙基氨基）二氟- λ 4硫烷基羧酸盐中间体。

  DOI：

  10.1021/acs.orglett.6b03365

文献信息

• [EN] ORGANIC ANOLYTE MATERIALS FOR FLOW BATTERIES<br/>[FR] MATIÈRES ANOLYTIQUES ORGANIQUES POUR BATTERIES À FLUX
  申请人：UNIV MICHIGAN REGENTS

  公开号：WO2016200870A1

  公开（公告）日：2016-12-15

  Organic anolyte materials for redox flow batteries and redox flow batteries containing organic anolyte materials are disclosed.

  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。
• Organic anolyte materials for flow batteries
  申请人：THE REGENTS OF THE UNIVERSITY OF MICHIGAN

  公开号：US11056705B2

  公开（公告）日：2021-07-06

  Organic anolyte materials for redox flow batteries and redox flow batteries containing organic anolyte materials are disclosed.

  本发明公开了用于氧化还原液流电池的有机电解质材料和含有有机电解质材料的氧化还原液流电池。
• 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.
• ORGANIC ANOLYTE MATERIALS FOR FLOW BATTERIES
  申请人：THE REGENTS OF THE UNIVERSITY OF MICHIGAN

  公开号：US20180138539A1

  公开（公告）日：2018-05-17

  Organic anolyte materials for redox flow batteries and redox flow batteries containing organic anolyte materials are disclosed.
• [EN] BIOCATALYTIC PROCESS FOR PREPARING ENANTIOMERICALLY ENRICHED PRAMIPEXOLE<br/>[FR] PROCEDE BIOCATALYTIQUE DE FABRICATION DE PRAMIPEXOLE ENRICHI ENANTIOMERIQUEMENT
  申请人：AMR TECHNOLOGY INC

  公开号：WO2006012277A2

  公开（公告）日：2006-02-02

  biocatalytic process for preparing enantiomerically enriched pramipexole and pramipexole precursors are disclosed.