piperidinium 4-nitrophenolate | 42824-44-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: piperidinium 4-nitrophenolate
• 英文别名: piperidine; salt of p-nitro-phenol；Piperidin; Salz des p-Nitro-phenols；4-nitrophenolate;piperidin-1-ium
• CAS: 42824-44-2
• 化学式: C₅H₁₁N*C₆H₅NO₃
• 分子量: 224.26
• InChiKey: DHSIQLKJKAAGBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  85.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  piperidinium 4-nitrophenolate 以 1,4-二氧六环 为溶剂， 生成 哌啶 、 对硝基苯酚
  参考文献：
  名称：

  通过离子对溶液中离子对的形成来确定脂肪胺的基本强度

  摘要：

  为了评估离子液体溶液中脂肪胺的基本强度，在298 K的不同离子液体中测定了与胺/对硝基苯酚离子对形成有关的稳定常数。特别是脂肪族（吡咯烷鎓）和芳香族使用（咪唑鎓）离子液体。考虑具有不同氢键供体能力的咪唑离子bmim +和bm 2 im +。阴离子被选择（[BF 4 - ]，[PF 6 - ]和[NTF 2 - ];其中NTF 2=显示不同形状，大小和配位能力的双（三氟甲磺酰基）亚胺。几种伯，仲（环状或非环状）和叔胺用于研究胺结构对离子对稳定性的影响。在这项工作中收集的数据与以前在普通分子溶剂中获得的数据之间的比较表明，离子液体是能够提高胺碱度的溶剂介质。此外，仅考虑影响其三维结构的整个参数，才能合理化在不同离子液体中获得的实验趋势。

  DOI：

  10.1021/jo901172j
• 作为产物：
  描述：

  对硝基苯酚 在 三乙胺 作用下， 以 乙醚 、 乙腈 为溶剂， 生成 piperidinium 4-nitrophenolate
  参考文献：
  名称：

  Aminolysis of Y-Substituted-phenyl 2-Methoxybenzoates in Acetonitrile: Effect of the o-Methoxy Group on Reactivity and Reaction Mechanism

  摘要：

  Second-order rate constants (k(N)) were measured for aminolyses of Y-substituted-phenyl 2-methoxybenzoates 2a-i and 4-nitrophenyl X-substituted-benzoates 3a-j in MeCN at 25.0 degrees C. The Bronsted-type plot for the reactions of 2a-i with piperidine curves downward, indicating that a change in rate-determining step (RDS) occurs. The Hammett plot for the reactions of 3a-j with piperidine consists of two intersecting straight lines, which might be taken as evidence for a change in RDS. However, the nonlinear Hammett plot has been suggested not to be due to a change in RDS but rather to the stabilization of the ground state of substrates possessing an electron-donating group (EDG) (e.g., 3a-c) through a resonance interaction, since the corresponding Yukawa-Tsuno plot exhibits an excellent linear correlation with rho = 0.54 and r = 1.54. The rho value found for the reactions of 3a-j in MeCN is much smaller than that reported previously for the corresponding reactions in H2O (i.e., rho = 0.75). It is proposed that the reactions of 3a-j in MeCN proceed through a forced concerted mechanism due to instability of T-+/- in the aprotic solvent, while the reactions of 2a-i proceed through a stepwise pathway with a stabilized T-+/- through an intramolecular H-bonding interaction.

  DOI：

  10.1021/jo201387h

文献信息

• Magonski, Jozef; Rajzer, Barbara, Journal of the Chemical Society. Perkin Transactions 2 (2001), 2000, # 6, p. 1181 - 1185
  作者：Magonski, Jozef、Rajzer, Barbara

  DOI：——

  日期：——
• Titskii, G. D.; Mitchenko, E. S., Journal of Organic Chemistry USSR (English Translation), 1988, vol. 24, # 10, p. 1949 - 1954
  作者：Titskii, G. D.、Mitchenko, E. S.

  DOI：——

  日期：——