4-hydroxy-3,5-dinitrobenzoate | 140927-31-7

• 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: 4-hydroxy-3,5-dinitrobenzoate
• 英文别名: 4-Carboxy-2,6-dinitrophenolate；4-carboxy-2,6-dinitrophenolate
• CAS: 140927-31-7
• 化学式: C₇H₃N₂O₇
• 分子量: 227.11
• InChiKey: GBSWIDSKAJFWMF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  152
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-chloro-3,5-dinitrobenzoate ion 在 hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 4-hydroxy-3,5-dinitrobenzoate
  参考文献：
  名称：

  Meisenheimer配合物的稳定性。第42部分。在二甲亚砜-水混合物中，3,5-二硝基苯甲酸甲酯和4-氯-3,5-二硝基苯甲酸甲酯与氢氧根离子反应的动力学研究。对芳基和羰基碳原子的竞争性亲核攻击

  摘要：

  通过停止流动的分光光度法获得的动力学和平衡数据报告了3,5-二硝基苯甲酸甲酯（1）和4-氯-3,5-二硝基苯甲酸甲酯（5）与二甲亚砜-水混合物中的氢氧根离子反应。有证据表明在羰基和芳基碳原子的进攻之间存在竞争，随着溶剂中二甲基亚砜比例的增加，芳基碳原子变得相对受青睐。结果表明，由（5）形成4-羟基-3,5-二硝基苯甲酸酯的主要途径涉及氢氧化物在羰基官能团上的进攻，然后在携带氯的环碳原子上的缓慢进攻。

  DOI：

  10.1039/p29860000873

文献信息

• Host-guest chemistry. Part 30. Salt effects on supramolecular complexation and catalysis
  作者：Hans Joerg Schneider、Isolde Theis

  DOI：10.1021/jo00037a022

  日期：1992.5

  Complexation equilibria between a positively charged azoniacyclophane (CP66) and naphthalene-2-carboxylate in water show a linear Debye-Huckel correlation with a sensitivity of m = -1.5 compared to the m = -4.1 for pure ionic complexes observed experimentally and predicted theoretically. The m values can be used as a scale for ionic vs lipophilic van der Waals binding contributions; the latter dominate in the present azoniacyclophane complexes. Complexation-induced NMR shifts (CIS) vary from -0.3 ppm to -1.6 ppm shielding and demonstrate in all cases intracavity inclusion with different geometries. The cyclophane CP66 enhances rates of nucleophilic substitution of 1-chloro-2,6-dinitrobenzoic acid (2) with OH- by a factor of up to approximately 2, with NO2- by up to approximately 8. The elimination from 2-(p-nitrophenyl)ethyl mesylate to p-nitrostyrene under basic conditions is enhanced by up to approximately 5; the saturation curve obtained in this case indicates a limiting k(cat)/k(un) is-approximately-equal-to 10 and a binary complex constant of K almost-equal-to 15 M-1. Salt effect studies show that a considerable part of the rate enhancements by macrocyclic polyammonium ions can be due to the increase of ionic strength as a consequence of the multiple charges in the catalyst. The ionic strength/salt effect contribution is large in the reaction of 2 with OH-, but smaller for the other two reactions.
• Polymer Compound, And Resist-Protecting Film Composition Including Same For A Liquid Immersion Exposure Process
  申请人：Han Man Ho

  公开号：US20130252170A1

  公开（公告）日：2013-09-26

  A polymer compound and a resist protective film composition for an immersion lithography process including the same.
• US5514676A
  申请人：——

  公开号：US5514676A

  公开（公告）日：1996-05-07
• US8859194B2
  申请人：——

  公开号：US8859194B2

  公开（公告）日：2014-10-14