1-甲基-3-硝基苯 | 61219-63-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-甲基-3-硝基苯
• 英文名称: meta nitrobenzyl radical
• 英文别名: m-nitrobenzyl radical；3-Nitrobenzyl radical
• CAS: 61219-63-4
• 化学式: C₇H₆NO₂
• 分子量: 136.13
• InChiKey: PRJWEPRQDKFJHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-硝基甲苯 在 Nitrate 作用下， 以 乙腈 为溶剂， 生成 1-甲基-3-硝基苯
  参考文献：
  名称：

  Kinetic study for reactions of nitrate radical (NO3.bul.) with substituted toluenes in acetonitrile solution

  摘要：

  DOI：

  10.1021/jo00271a038

文献信息

• Intramolecular electron transfer and dehalogenation of nitroaromatic anion radicals
  作者：J. P. Bays、S. T. Blumer、S. Baral-Tosh、D. Behar、P. Netav

  DOI：10.1021/ja00341a003

  日期：1983.2

  series of nitroaromatic compounds, containing Cl, Br, or tosyl groups at various positions, were synthesized and studied by pulse radiolysis in aqueous alcohol solutions. One-electron reduction of the compounds produces the anion radicals which then undergo an intramolecular electron transfer and eliminate X/sup -/ (Cl/sup -/, Br/sup -/, or TsO/sup -/). The rates of X/sup -/ elimination vary over six orders

  合成了一系列在不同位置含有 Cl、Br 或甲苯磺酰基的硝基芳族化合物，并通过在乙醇水溶液中的脉冲辐解进行了研究。化合物的单电子还原产生阴离子自由基，然后进行分子内电子转移并消除 X/sup -/（Cl/sup -/、Br/sup -/ 或 TsO/sup -/）。X/sup -/ 消除率在六个数量级范围内变化，并受 CX 键解离能、连接 X 与 ..pi.. 系统的基团的大小和性质以及这些的相对位置的影响组。还证明了通过空间的分子内电子转移。
• Intramolecular electron transfer in the anion radicals of nitrobenzyl halides
  作者：P. Neta、D. Behar

  DOI：10.1021/ja00534a037

  日期：1980.7
• Solvent Effects on the Reduction Mechanism of 9-Chloroanthracene, 3-Nitrobenzyl Chloride and 3-Chloroacetophenone.
  作者：Henrik Jensen、Kim Daasbjerg、Rita G. Hazell、Hans Jørgen Jacobsen、Mikael Bols、Carole C. Perry、Teófilo Rojo

  DOI：10.3891/acta.chem.scand.52-1151

  日期：——

  The reduction mechanism of 9-chloroanthracene, 3-nitrobenzyl chloride and 3-chloroacetophenone has been investigated in detail by means of cyclic voltammetry and controlled potential bulk electrolysis. The investigation was carried out in a number of aprotic solvents in order to elucidate the importance of solvation phenomena on the various parameters associated with the reaction mechanism, i.e., cleavage, hydrogen abstraction, protonation and dimerization rate constants as well as standard potentials. In this connection, the influence of the supporting electrolyte in terms of ion pairing and double layer effects has been considered. For the radical anions of 9-chloroanthracene and 3-nitrobenzyl chloride the logarithm of the cleavage rate constant shows a linear dependence on the Gutmann acceptor number and donor number, respectively, whereas no clearcut correlation can be observed in the case of the radical anion of 3-chloroacetophenone. The rate constant obtained for the protonation reaction between 3-nitrobenzyl anion and 3-nitrobenzyl chloride is to an even higher extent influenced by the nature of the solvent. The trends in the solvent effects are discussed.
• Theory of intramolecular electron transfer reactions in anion radicals of nitrobenzyl halides
  作者：Kristine E. Miller、John J. Kozak

  DOI：10.1021/j100249a006

  日期：1985.1