2,4-二硝基苯酚,哌啶 | 42824-45-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 2,4-二硝基苯酚,哌啶
• 英文名称: piperidinium 2,4-dinitrophenolate
• 英文别名: piperidine; 2,4-dinitro-phenolate；Piperidin; 2,4-Dinitro-phenolat；2,4-Dinitrophenol-piperidine(1:1)；2,4-dinitrophenol;piperidine
• CAS: 42824-45-3
• 化学式: C₅H₁₁N*C₆H₄N₂O₅
• 分子量: 269.257
• InChiKey: NYLSCZHQQDVOET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.97
• 重原子数：
  19
• 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：
  124
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,4-二硝基苯酚,哌啶 以 苯 为溶剂， 生成 哌啶 、 2,4-二硝基酚
  参考文献：
  名称：

  Steric factors in the short-range solvation of secondary amines

  摘要：

  DOI：

  10.1016/0022-2860(90)80147-c
• 作为产物：
  描述：

  哌啶 、 2,4-二硝基酚 以 苯 为溶剂， 生成 2,4-二硝基苯酚,哌啶
  参考文献：
  名称：

  苯和水中的胺碱

  摘要：

  已经测量了与苯中的2,4-二硝基苯酚形成离子对的常数（K B），以及33种胺在水中的p K a值。根据胺的种类，可以观察到两种不同的情况：对于伯胺和仲环胺，结构变化对碱度的影响在水中要比在苯中高。另一方面，对于叔胺，这两种溶剂的作用相似。K B，伯胺的值与σ*具有良好的相关性。塔夫脱（Taft）和汉考克（Hancock）方程可统一处理各种胺类的K B值。

  DOI：

  10.1039/p29850001865

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：——
• Aminolysis of Y-Substituted-phenyl 2-Methoxybenzoates in Acetonitrile: Effect of the <i>o</i>-Methoxy Group on Reactivity and Reaction Mechanism
  作者：Ik-Hwan Um、Ae Ri Bae

  DOI：10.1021/jo201387h

  日期：2011.9.16

  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.
• FURLONG, JORGE J. P.;LAWKOWICZ, ELIZABETH S.;NUDEEMAN, NORMA S., J. CHEM. SOC. PT 2. PERKIN TRANS.,(1990) N, C. 1461-1465
  作者：FURLONG, JORGE J. P.、LAWKOWICZ, ELIZABETH S.、NUDEEMAN, NORMA S.

  DOI：——

  日期：——