3-(2-Methoxyphenyl)succinic acid | 91144-07-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: 3-(2-Methoxyphenyl)succinic acid
• 英文别名: (2-Methoxy-phenyl)-bernsteinsaeure；(2-methoxy-phenyl)-succinic acid；2-(2-Methoxyphenyl)butanedioic acid
• CAS: 91144-07-9
• 化学式: C₁₁H₁₂O₅
• 分子量: 224.213
• InChiKey: HKZGQIHZFKTWPN-UHFFFAOYSA-N

物化性质

• 熔点：
  184-185 °C
• 沸点：
  359.7±32.0 °C(Predicted)
• 密度：
  1.324±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-氨基-3-甲基吡啶 、 3-(2-Methoxyphenyl)succinic acid 在 水 作用下， 反应 1.5h， 以65%的产率得到3-(2-Methoxyphenyl)-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：

  (E)-2-氰基-3-(2-甲氧基苯基)-2-丙烯酸乙酯 在 potassium cyanide 作用下， 生成 3-(2-Methoxyphenyl)succinic acid
  参考文献：
  名称：

  Siddiqui; Salah-ud-Din, Journal of the Indian Chemical Society, 1941, vol. 18, p. 635

  摘要：

  DOI：

文献信息

• Chemistry of the podocarpaceae—XV
  作者：B.R. Davis、W.B. Watkins

  DOI：10.1016/0040-4020(68)88118-9

  日期：1968.1

  The conversion of the diterpenoid resin acid, podocarpic acid, into a tetracyclic system possessing a 5-membered ring D is described. The unsubstituted ring with a CO group at C-151 was prepared from the 13-(2′-carboxyethyl) derivative III (R  CH2CH2CO2H) in fair yield, but attempted cyclization of compounds possessing a 1′-substituted-2′-carboxyethyl side chain at C-13 was unsuccessful. The C-17

  描述了将二萜树脂酸，罗汉果酸转化为具有5元环D的四环体系。由13-（2'-羧乙基）衍生物III（RCH 2 CH 2 CO 2 H）以合理的产率制备了在C-15 1处带有CO基团的未取代环，但尝试将具有1'的化合物环化C-13的-取代的2'-羧乙基侧链不成功。从13-丙烯酰基化合物以低收率获得C-17酮，但从13-巴豆酰基化合物根本得不到。描述了一些涉及苯甲醚衍生物的模型实验。
• 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。
• Dave; Nargund, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1938, vol. 7/, p. 196,199
  作者：Dave、Nargund

  DOI：——

  日期：——
• Dave; Nargund, Journal of the University of Bombay, Science: Physical Sciences, Mathematics, Biological Sciences and Medicine, 1938, vol. 7/3, p. 191,194
  作者：Dave、Nargund

  DOI：——

  日期：——