2,6-二甲基吡啶-4-基苯基酮 | 59576-38-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2,6-二甲基吡啶-4-基苯基酮
• 英文名称: (2,6-dimethylpyridin-4-yl)(phenyl)methanone
• 英文别名: 2,6-dimethylpyridin-4-yl phenyl ketone；4-benzoyl-2,6-dimethylpyridine；(2,6-dimethyl-[4]pyridyl)-phenyl ketone；(2,6-Dimethyl-[4]pyridyl)-phenyl-keton；(2,6-dimethylpyridin-4-yl)-phenylmethanone
• CAS: 59576-38-4
• 化学式: C₁₄H₁₃NO
• 分子量: 211.263
• InChiKey: SNOLBTFYJNMRED-UHFFFAOYSA-N

物化性质

• 熔点：
  81-83 °C
• 沸点：
  158-161 °C(Press: 10 Torr)
• 密度：
  1.092±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-二甲基吡啶-4-基苯基酮 在 水 、 双氧水 、 溶剂黄146 作用下， 生成 (2,6-dimethyl-1-oxy-[4]pyridyl)-phenyl ketone
  参考文献：
  名称：

  Kato, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1955, vol. 75, p. 1233

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二甲基-4-氰基吡啶 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 生成 2,6-二甲基吡啶-4-基苯基酮
  参考文献：
  名称：

  Physical Organic Approach to Persistent, Cyclable, Low-Potential Electrolytes for Flow Battery Applications

  摘要：

  The deployment of nonaqueous redox flow batteries for grid-scale energy storage has been impeded by a lack of electrolytes that undergo redox events at as low (anolyte) or high (catholyte) potentials as possible while exhibiting the stability and cycling lifetimes necessary for a battery device. Herein, we report a new approach to electrolyte design that uses physical organic tools for the predictive targeting of electrolytes that possess this combination of properties. We apply this approach to the identification of a new pyridinium-based anolyte that undergoes 1e(-) electrochemical charge discharge cycling at low potential (-1.21 V vs Fc/Fc(+)) to a 95% state-of-charge without detectable capacity loss after 200 cycles.

  DOI：

  10.1021/jacs.7b00147

文献信息

• Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones by the Decarboxylative Arylation of α-Oxo Acids
  作者：Lingling Chu、Jeffrey M. Lipshultz、David W. C. MacMillan

  DOI：10.1002/anie.201501908

  日期：2015.6.26

  The direct decarboxylative arylation of α‐oxo acids has been achieved by synergistic visible‐light‐mediated photoredox and nickel catalysis. This method offers rapid entry to aryl and alkyl ketone architectures from simple α‐oxo acid precursors via an acyl radical intermediate. Significant substrate scope is observed with respect to both the oxo acid and arene coupling partners. This mild decarboxylative

  通过协同的可见光介导的光氧化还原和镍催化，已经实现了α-氧代酸的直接脱羧芳基化。该方法可通过简单的α-氧代酸前体通过酰基自由基中间体快速进入芳基和烷基酮体系。就含氧酸和芳烃偶联伙伴而言，观察到显着的底物范围。如非诺贝特的快速合成所证明的，这种温和的脱羧芳基化作用还可用于有效地获得药物。
• Preparation of π-deficient heteroarylzinc halides by oxidative addition of active zinc and its palladium-catalyzed reaction
  作者：Takao Sakamoto、Yoshinori Kondo、Naoko Murata、Hiroshi Yamanaka

  DOI：10.1016/s0040-4020(01)80174-5

  日期：1993.1

  The oxidative addition of active zinc to iodo- and bromo-substituted π-deficient heteroarenes such as pyridine, pyrimidine, and quinoline gave the corresponding heteroarylzinc halides which were transformed to the arylated and benzoylated derivatives by palladium-catalyzed reaction.

  将活性锌氧化加到碘和溴取代的π缺失的杂芳烃上，例如吡啶，嘧啶和喹啉，得到相应的杂芳基卤化锌，它们通过钯催化的反应转化为芳基化和苯甲酰化的衍生物。
• Decarboxylative cross-coupling and applications thereof
  申请人：THE TRUSTEES OF PRINCETON UNIVERSITY

  公开号：US10538509B2

  公开（公告）日：2020-01-21

  Methods described herein enable the production of numerous molecular species through decarboxylative cross-coupling via use of photoredox and transition metal catalysts. A method described herein, in some embodiments, comprises providing a reaction mixture including a photoredox catalyst, a transition metal catalyst, a coupling partner and a substrate having a carboxyl group. The reaction mixture is irradiated with a radiation source resulting in cross-coupling of the substrate and coupling partner via a mechanism including decarboxylation, wherein the coupling partner is selected from the group consisting of a substituted aromatic compound and a substituted aliphatic compound.

  本文所述的方法可通过使用光氧化还原和过渡金属催化剂进行脱羧交叉偶联来生产多种分子物质。在某些实施方案中，本文所述的方法包括提供一种反应混合物，其中包括一种光氧化催化剂、一种过渡金属催化剂、一种偶联剂和一种具有羧基的基质。用辐射源照射反应混合物，通过包括脱羧在内的机理使基质和偶联剂发生交叉偶联，其中偶联剂选自由取代的芳香族化合物和取代的脂肪族化合物组成的组。
• Yamamoto, Yutaka; Yanagi, Akihiko, Heterocycles, 1982, vol. 19, # 1, p. 41 - 44
  作者：Yamamoto, Yutaka、Yanagi, Akihiko

  DOI：——

  日期：——
• Yamamoto, Yutaka; Yanagi, Akihiko, Chemical and pharmaceutical bulletin, 1982, vol. 30, # 6, p. 2003 - 2010
  作者：Yamamoto, Yutaka、Yanagi, Akihiko

  DOI：——

  日期：——