4'-nitrophenyl-3-nitrobenzoate | 23171-00-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4'-nitrophenyl-3-nitrobenzoate
• 英文别名: 3-Nitrobenzoesaeure-4-nitrophenylester；p-Nitrophenyl-m-nitrobenzoat；4-Nitrophenyl-3-nitrobenzoat；m-Nitrobenzoesaeure-p-nitro-phenylester；(4-Nitrophenyl) 3-nitrobenzoate
• CAS: 23171-00-8
• 化学式: C₁₃H₈N₂O₆
• 分子量: 288.216
• InChiKey: BGIABZAXDMNJKW-UHFFFAOYSA-N

物化性质

• 熔点：
  139-141 °C(Solv: benzene (71-43-2))
• 沸点：
  478.9±30.0 °C(Predicted)
• 密度：
  1.466±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  118
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4'-nitrophenyl-3-nitrobenzoate 、 正丁胺 以 苯 为溶剂， 生成 N-N-丁基-3-硝基苯甲酰胺
  参考文献：
  名称：

  Nagy, Otto B.; Reuliaux, Victor; Bertrand, Nicole, Bulletin des Societes Chimiques Belges, 1985, vol. 94, # 11-12, p. 1055 - 1074

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硝酸 作用下， 生成 4'-nitrophenyl-3-nitrobenzoate
  参考文献：
  名称：

  Neumann, Chemische Berichte, 1886, vol. 19, p. 2019

  摘要：

  DOI：

文献信息

• Pd-Catalyzed Decarbonylative Olefination of Aryl Esters: Towards a Waste-Free Heck Reaction
  作者：Lukas J. Gooßen、J. Paetzold

  DOI：10.1002/1521-3773(20020402)41:7<1237::aid-anie1237>3.0.co;2-f

  日期：2002.4.2
• Matsukawa et al., Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1951, vol. 71, p. 477,479
  作者：Matsukawa et al.

  DOI：——

  日期：——
• Colthurst, Matthew J.; Williams, Andrew, Journal of the Chemical Society. Perkin Transactions 2 (2001), 1997, # 8, p. 1493 - 1497
  作者：Colthurst, Matthew J.、Williams, Andrew

  DOI：——

  日期：——
• Kinetics of the reaction of 4-nitrophenyl benzoates with 4-chlorophenol in the presence of potassium carbonate in dimethylformamide
  作者：I. A. Os’kina、V. M. Vlasov

  DOI：10.1134/s1070428006060091

  日期：2006.6

  The effect of the substituent in the benzoyl group on the relative rate and activation parameters of transesterification of substituted 4-nitrophenyl benzoates with 4-chlorophenol in dimethylformamide in the presence of potassium carbonate was studied by the competing reaction technique. The whole series of benzoates showed the enthalpy-entropy compensation effect. 4-Nitrophenyl benzoates having electron-acceptor substituents give rise to isokinetic relationship with an isokinetic temperature beta of 382 K. The mechanism of the transesterification process is discussed.
• Kinetics of the reaction of substituted 4-nitrophenyl benzoates with benzenethiol in the presence of potassium carbonate in dimethylformamide
  作者：I. A. Os’kina、V. M. Vlasov

  DOI：10.1134/s1070428008040167

  日期：2008.4

  The effect of the substituent nature on the rate and activation parameters of transesterification of a series of 4-nitrophenyl benzoates with benzenethiol in dimethylformamide in the presence of potassium carbonate was studied by the competing reaction method. In all cases, change of the Gibbs energy of activation is determined mainly by variation of the enthalpy of activation. 4-Nitrophenyl benzoates having electron-withdrawing substituents in the benzoyl fragment were found to fit an isokinetic relation with an isokinetic temperature beta of 318 K. Enthalpy-entropy compensation effect was observed in the reactions with all the examined 4-nitrophenyl benzoates. The relation between the reactivity and polarizability of nucleophilic center in S- and O-nucleophiles is discussed.