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
• The stabilities of Meisenheimer complexes. Part 42. Kinetic studies of the reactions of methyl 3,5-dinitrobenzoate and of methyl 4-chloro-3,5-dinitrobenzoate with hydroxide ions in dimethyl sulphoxide–water mixtures. Competitive nucleophilic attack at aryl and carbonyl carbon atoms
  作者：Michael R. Crampton、Colin Greenhalgh

  DOI：10.1039/p29860000873

  日期：——

  Kinetic and equilibrium data, obtained by stopped-flow spectrophotometry, are reported for the reactions of methyl 3,5-dinitrobenzoate (1) and methyl 4-chloro-3,5-dinitrobenzoate (5) with hydroxide ions in dimethyl sulphoxide–water mixtures. There is evidence for competition between attack at carbonyl and aryl carbon atoms, the latter becoming relatively favoured as the proportion of dimethyl sulphoxide

  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。