1-methyl-1-<2-(4-p-nitrophenyl)ethyl>piperidinium iodide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-methyl-1-<2-(4-p-nitrophenyl)ethyl>piperidinium iodide
• 英文别名: 1-Methyl-1-[2-(4-nitrophenyl)ethyl]piperidin-1-ium;iodide
• 化学式: C₁₄H₂₁N₂O₂*I
• 分子量: 376.237
• InChiKey: LCUJZUXRIYYMQE-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.23
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-methyl-1-<2-(4-p-nitrophenyl)ethyl>piperidinium iodide 在 氢氧化钾 作用下， 以 水 为溶剂， 生成 4-硝基苯乙烯 、 N-methylpiperidinium iodide
  参考文献：
  名称：

  Study on the Effect of the Structure of the Leaving Group in the E1cb Mechanism of Base-Promoted .beta.-Elimination Reactions from N-[2-(p-Nitrophenyl)ethyl]alkylammonium Ions

  摘要：

  Studies of acid-base catalysis, H/D exchange, and solvent isotope effect on the P-elimination reactions with formation of p-nitrostyrene in acetohydroxamate/acetohydroxamic acid buffers at pH 9.05, H2O, mu = 1 M KCl, 25 degrees C, from N-[2-(p-nitrophenyl)ethyl]alkylammonium ions with different leaving groups, such as N-methylpyrrolidine 1,N-ethylpyrrolidine 2,N-isopropylpyrrolidine 3, N-methylpiperidine 4,N-isopropylpiperidine 5, and N-methylazepane 6, show a change from a partially reversible E1cb mechanism with 1, 2, and 4 to an irreversible E1cb mechanism with 3, 5, and 6. The change in the rate-determining step is related to the increased steric requirement of the leaving group. A steric acceleration from the carbanion intermediate to product step is proposed.

  DOI：

  10.1021/jo00131a011
• 作为产物：
  描述：

  4-硝基苯乙基溴 以 乙腈 为溶剂， 反应 12.0h， 生成 1-methyl-1-<2-(4-p-nitrophenyl)ethyl>piperidinium iodide
  参考文献：
  名称：

  Study on the Effect of the Structure of the Leaving Group in the E1cb Mechanism of Base-Promoted .beta.-Elimination Reactions from N-[2-(p-Nitrophenyl)ethyl]alkylammonium Ions

  摘要：

  Studies of acid-base catalysis, H/D exchange, and solvent isotope effect on the P-elimination reactions with formation of p-nitrostyrene in acetohydroxamate/acetohydroxamic acid buffers at pH 9.05, H2O, mu = 1 M KCl, 25 degrees C, from N-[2-(p-nitrophenyl)ethyl]alkylammonium ions with different leaving groups, such as N-methylpyrrolidine 1,N-ethylpyrrolidine 2,N-isopropylpyrrolidine 3, N-methylpiperidine 4,N-isopropylpiperidine 5, and N-methylazepane 6, show a change from a partially reversible E1cb mechanism with 1, 2, and 4 to an irreversible E1cb mechanism with 3, 5, and 6. The change in the rate-determining step is related to the increased steric requirement of the leaving group. A steric acceleration from the carbanion intermediate to product step is proposed.

  DOI：

  10.1021/jo00131a011
• 作为试剂：
  描述：

  2,6-dimercapto-9,10-etheno-anthracene-11,12-dicarboxylic acid 在 sodium hydroxide 、 air 、 1-methyl-1-<2-(4-p-nitrophenyl)ethyl>piperidinium iodide 作用下， 以 水 为溶剂， 以40 mg的产率得到11,12,27,28,43,44-Hexathiatridecacyclo[43.3.1.16,10.113,17.122,26.129,33.138,42.02,7.05,48.016,21.018,23.032,37.034,39]tetrapentaconta-1(48),3,6,8,10(54),13(53),14,16,19,22,24,26(52),29(51),30,32,35,38,40,42(50),45(49),46-henicosaene-3,4,19,20,35,36-hexacarboxylic acid
  参考文献：
  名称：

  来自动态组合库的乙缩醛水解反应催化剂

  摘要：

  过渡态类似物（TSA） 为 乙缩醛 发现水解反应选择并扩增了 大循环 来自以下的动态组合库（DCL）： 二硫化物 在 水。该宿主能够将反应加速两倍。当大循环 在反应过程中逐渐产生。

  DOI：

  10.1039/b505316a

文献信息

• Study on the Effect of the Structure of the Leaving Group in the E1cb Mechanism of Base-Promoted .beta.-Elimination Reactions from N-[2-(p-Nitrophenyl)ethyl]alkylammonium Ions
  作者：S. Alunni、P. Tijskens

  DOI：10.1021/jo00131a011

  日期：1995.12

  Studies of acid-base catalysis, H/D exchange, and solvent isotope effect on the P-elimination reactions with formation of p-nitrostyrene in acetohydroxamate/acetohydroxamic acid buffers at pH 9.05, H2O, mu = 1 M KCl, 25 degrees C, from N-[2-(p-nitrophenyl)ethyl]alkylammonium ions with different leaving groups, such as N-methylpyrrolidine 1,N-ethylpyrrolidine 2,N-isopropylpyrrolidine 3, N-methylpiperidine 4,N-isopropylpiperidine 5, and N-methylazepane 6, show a change from a partially reversible E1cb mechanism with 1, 2, and 4 to an irreversible E1cb mechanism with 3, 5, and 6. The change in the rate-determining step is related to the increased steric requirement of the leaving group. A steric acceleration from the carbanion intermediate to product step is proposed.