2-(4-fluorophenyl)succinic acid | 833-18-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 2-(4-fluorophenyl)succinic acid
• 英文别名: 3-(4-Fluorophenyl)succinic acid；(4-fluoro-phenyl)-succinic acid；(4-Fluor-phenyl)-bernsteinsaeure；(+/-)-<4-Fluor-phenyl>-bernsteinsaeure；2-(4-fluorophenyl)butanedioic acid
• CAS: 833-18-1
• 化学式: C₁₀H₉FO₄
• 分子量: 212.177
• InChiKey: XNRHEYDUHJREKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  74.6
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2917399090

反应信息

• 作为反应物：
  描述：

  2-氨基-3-甲基吡啶 、 2-(4-fluorophenyl)succinic acid 在 水 作用下， 反应 1.5h， 以75%的产率得到3-(4-Fluorophenyl)-1-(3-methylpyridin-2-yl)pyrrolidine-2,5-dione
  参考文献：
  名称：

  Synthesis, physicochemical and anticonvulsant properties of new N-pyridyl derivatives of 3-phenyl- and 3,3-diphenyl-succinimides

  摘要：

  Synthesis and physicochemical properties of new N-pyridyl derivatives of 3-phenyl and 3,3-diphenylsuccinimides (1-12) have been described. The obtained compounds were evaluated in respect of their anticonvulsant activity. The N-pyridyl derivatives of 3-phenylsuccinimides (7-12) abolished the protection against MES- and scMET-induced seizures, whereas N-pyridyl derivatives of 3,3-diphenylsuccinimides (1-6) were inactive. After molecular modelling and quantum-chemistry calculations the theoretical activity test was applied (W. Kwiatkowski, J. Karolak-Wojciechowska, SAR and QSAR Envir. Res. 1 (1993) 233; Chem. Abstr. 120, 153001 (1994). J. Karolak-Wojciechowska, M. Blaszczyk, W. Kwiatkowski, J. Obniska, A. Zejc, J. Chem. Cryst. 27 (1997) 297; Chem. Abstr. 127, 277834k (1997)). The molecular electrostatic potential (MEP) of the active compounds differed significantly from that of the inactive ones. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0014-827x(99)00033-6
• 作为产物：
  描述：

  4-[3-(4-Fluorophenyl)-1-morpholin-4-yl-4-nitrobut-1-enyl]morpholine 在 盐酸 作用下， 反应 10.0h， 以92%的产率得到2-(4-fluorophenyl)succinic acid
  参考文献：
  名称：

  Enamines; 45¹. A New Simple Synthesis of 2-Phenyl- succinic Acids

  摘要：

  一种简单的合成2-苯基丁二酸的方法是将1,1-二氟啉乙烯与β-硝基苯乙烯在室温下反应，然后用盐酸水解所得的1:1加成物。该方法提供了良好的2-苯基丁二酸的整体产率。

  DOI：

  10.1055/s-1986-31770

文献信息

• Direct β-Selective Hydrocarboxylation of Styrenes with CO₂ Enabled by Continuous Flow Photoredox Catalysis
  作者：Hyowon Seo、Aofei Liu、Timothy F. Jamison

  DOI：10.1021/jacs.7b05942

  日期：2017.10.11

  The direct β-selective hydrocarboxylation of styrenes under atmospheric pressure of CO2 has been developed using photoredox catalysis in continuous flow. The scope of this methodology was demonstrated with a range of functionalized terminal styrenes, as well as α-substituted and β-substituted styrenes.

  已经在连续流动中使用光氧化还原催化开发了在 CO2 大气压下苯乙烯的直接 β-选择性加氢羧化反应。该方法的范围通过一系列官能化的末端苯乙烯以及 α-取代和 β-取代的苯乙烯进行了证明。
• Reductive Arylation of Maleic and Fumaric Acid Derivatives by Arenediazonium and Titanium(III) Salts
  作者：Attilio Citterio、Alberto Cominelli、Francesco Bonavoglia

  DOI：10.1055/s-1986-31593

  日期：——

  The titanium(III)-induced decomposition of substituted benzenediazonium salts in the presence of maleic and furamic acids, alkyl esters, amides, and nitriles gives the corresponding arylsuccinic acid derivatives.

  在马来酸和富拉酸、烷基酯、酰胺和腈的存在下，钛（III）诱导取代的苯偶氮盐分解，产生相应的芳基丁二酸衍生物。
• Visible-light-driven alkene dicarboxylation with formate and CO₂ under mild conditions
  作者：Fulin Zhang、Xiao-Yang Wu、Pan-Pan Gao、Hao Zhang、Zhu Li、Shangde Ai、Gang Li

  DOI：10.1039/d3sc04431a

  日期：2024.4.24

  dicarboxylation of diverse alkenes, including simple styrenes. The highly competing hydrocarboxylation side reaction was successfully overridden. Good yields of products were obtained under mild reaction conditions at ambient temperature and pressure of CO2. The dual role of formate salt may stimulate the discovery of a range of new transformations under mild and friendly conditions.

  在可见光驱动的多种烯烃（包括简单的苯乙烯）的二羧化反应中，使用低成本的甲盐作为还原剂和部分羧基源。高度竞争的加氢羧化副反应被成功克服。在环境温度和CO 2压力的温和反应条件下获得了良好的产物收率。甲酸盐的双重作用可能会刺激在温和友好的条件下发现一系列新的转化。
• 10.1039/d4cc01695e
  作者：Tao, Li、Wang, He、Liu, Xiao-Fei、Ren, Wei-Min、Lu, Xiao-Bing、Zhang, Wen-Zhen

  DOI：10.1039/d4cc01695e

  日期：——

  ring-opening carboxylation of styrene carbonates with CO2 to achieve dicarboxylic acids and/or β-hydroxy acids has been developed via the selective cleavage of the C(sp3)–O bond in cyclic carbonates. The product selectivity is probably determined by the stability and reactivity of the key benzylic radical and carbanion intermediate.

  通过选择性裂解环状碳酸酯中的 C(sp 3 )–O 键，开发了苯乙烯碳酸酯与 CO 2的电还原开环羧化以获得二羧酸和/或β-羟基酸。产物选择性可能由关键的苄基和碳负离子中间体的稳定性和反应性决定。
• Urbanski; Lange, Roczniki Chemii, 1959, vol. 33, p. 197,199, 201
  作者：Urbanski、Lange

  DOI：——

  日期：——