1-(对硝基苯基)环戊烷羧酸钾 | 89490-69-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-(对硝基苯基)环戊烷羧酸钾
• 英文名称: potassium 1-(p-nitrophenyl)cyclopentanecarboxylate
• CAS: 89490-69-7
• 化学式: C₁₂H₁₂NO₄*K
• 分子量: 273.33
• InChiKey: XNZVBIRBJCWRED-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.84
• 重原子数：
  18.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  83.27
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(对硝基苯基)环戊烷羧酸钾 在 2-溴2-硝基丙烷 作用下， 以 乙腈 为溶剂， 以83 %的产率得到1-(4-硝基苯基)环戊烯
  参考文献：
  名称：

  羧酸盐的无过渡金属脱羧烯化

  摘要：

  由于烯烃在合成和聚合物工业中的广泛应用，具有成本效益和高效的合成烯烃具有非常重要的意义。已经设计了一种无过渡金属的方法用于羧酸盐的化学选择性烯化。这种模块化方法可以以中等至良好的产率直接获得有价值的缺电子苯乙烯。详细的机理研究表明阴离子脱羧之后是卤素离子转移。这种卤素转移导致反应物电子的反极化，从而实现限速反弹消除。

  DOI：

  10.1039/d4sc01905a

文献信息

• Cobalt-catalyzed decarboxylative difluoroalkylation of nitrophenylacetic acid salts
  作者：Ebbin Joseph、Ian Smith、Jon A. Tunge

  DOI：10.1039/d3sc05583c

  日期：——

  gem-difluoromethylene groups next to sterically demanding secondary and tertiary alkyl groups remains a challenge. Herein, we report the first cobalt-catalyzed regioselective difluoroalkylation of carboxylic acid salts. The reaction allows for the facile construction of various difluoroalkylated products in good yields tolerating a wide range of functionalities on either reaction partner. The potential of the method

  将含氟基团选择性安装到生物相关分子中已被用作开发药物活性分子的常见策略。然而，选择性地将偕二氟亚甲基并入到空间要求较高的仲烷基和叔烷基旁边仍然是一个挑战。在此，我们报告了第一个钴催化的羧酸盐的区域选择性二氟烷基化。该反应可以以良好的产率轻松构建各种二氟烷基化产物，并在任一反应伙伴上耐受多种官能团。生物相关分子的后期功能化说明了该方法的潜力。机理研究支持钴( I )物种的原位形成和二氟烷基自由基的中介作用，从而表明Co( I )/Co( II )/Co( III )催化循环。
• Muscarinic receptor binding profile of para-substituted caramiphen analogs
  作者：Robert L. Hudkins、Diane L. DeHaven-Hudkins、James F. Stubbins

  DOI：10.1021/jm00114a005

  日期：1991.10

  Para-substituted analogues of the antimuscarinic agent caramiphen were synthesized and evaluated for their ability to bind to the M1 and M2 subtypes of the muscarinic receptor. The purpose of the set was to look for a possible relationship in binding affinity or receptor subtype selectivity with aromatic substituent parameters such as Hammett's-sigma or Hansch's pi-values. It is felt this could be determined initially with only four properly chosen substituents. In this approach, substituents were chosen which have an extreme value for sigma and for pi, in a positive and negative direction, in all combinations. The substituents chosen for examination were amino (-sigma, -pi); 1-pyrrolidinyl (-sigma, +pi); 1-tetrazolyl (+sigma, -pi), and iodo (+sigma, +pi). It was determined in this research that caramiphen binds with high affinity (K(i) = 1.2 nM) and is selective for the M1 over M2 muscarinic receptor subtype (26-fold). An examination of para-substitution reveals that compounds with electron-withdrawing (+sigma) substituents showed M1 selectivity, while the derivatives with electron-donating groups (-sigma) were nonselective in the binding assays. On the basis of this finding, the nitro and cyano derivatives were prepared and found to be M1 selective. The +sigma derivatives showed a decrease in M2 affinity while the p-nitro and p-iodo derivatives retained approximately equal affinity as caramiphen for the M1 site. The nitro- and iodocaramiphen derivatives were as potent (M1, K(i) = 5.52 and 2.11 nM, respectively) and showed a greater selectivity of M1 over M2 binding than the M1 prototypical agent pirenzepine (M1, K(i) = 5.21 nM).