benzaldehyde anion radical | 139030-18-5

• 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: benzaldehyde anion radical
• CAS: 139030-18-5
• 化学式: C₇H₆O
• 分子量: 106.124
• InChiKey: GDLLGVPEGNRWSK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  8
• 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：
  23.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  benzaldehyde anion radical 生成 1,2-Diphenylethane-1,2-diolate
  参考文献：
  名称：

  Electrochemical generation and reduction of organic free radicals. .alpha.-Hydroxybenzyl radicals from the reduction of benzaldehyde

  摘要：

  Careful analysis of the kinetics of the electrochemical reduction of benzaldehyde in ethanolic buffers, paying particular attention to the second reduction step(s), shows that the alpha-hydroxybenzyl radicals formed upon protonation of the initial ketyl radicals are more difficult to reduce than the starting molecule. Thus, a clear example is provided of the lack of general validity of the commonly accepted view that radicals resulting from the addition of electrophiles onto anion radicals should be easier to reduce than the substrate from which they derive. There is then no general impediment to the generation and redox characterization of radicals by electrochemical means along this type of reaction sequence. The main thermodynamic and kinetic characteristics of the reduction, dimerization, and proton exchange interconversion of the alpha-hydroxybenzyl and benzaldehyde ketyl radicals are derived from the experimental data.

  DOI：

  10.1021/ja00023a032
• 作为产物：
  描述：

  苯甲醛 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 benzaldehyde anion radical
  参考文献：
  名称：

  光化学反应产生的电中性自由基和阴离子自由基的扩散

  摘要：

  通过瞬态光栅（TG）方法研究了酮在酒精溶剂中的光化学反应产生的中间自由基的扩散过程。通过控制酒精溶剂中氢氧化钠（NaOH）的浓度，选择性地生成苯乙酮，苯甲醛，黄酮，二苯甲酮和苯甲醚的电中性基团和阴离子基团。阴离子自由基，中性自由基和母体稳定分子的平移扩散常数（D）可以在相同条件下通过此方法成功地测量。发现中性和阴离子基团的扩散均慢于母体分子。D的值在广泛的溶剂粘度，溶质尺寸和温度范围内，对阴离子基团，中性基团和母体分子进行了详细比较。在任何条件下，带电自由基的D值与中性自由基的D值相似。就自由基的分子间电荷极化率而言，讨论了这种相似性的可能来源。

  DOI：

  10.1039/a706220f

文献信息

• Gas-phase ion-molecule reactions of the nitric oxide anion
  作者：Elizabeth Rinden、M. Matti Maricq、Joseph J. Grabowski

  DOI：10.1021/ja00186a006

  日期：1989.2
• Diffusion of electrically neutral radicals and anion radicals created by photochemical reactions
  作者：Koichi Okamoto、Noboru Hirota、and Masahide Terazima

  DOI：10.1039/a706220f

  日期：——

  translational diffusion constants (D) of the anion radicals, the neutral radicals, and the parent stable molecules can be successfully measured under the same conditions by this method. It is found that both the neutral and anion radicals diffuse slower than the parent molecules. Values of D of the anion radicals, the neutral radicals and the parent molecules are compared in detail in wide ranges of solvent

  通过瞬态光栅（TG）方法研究了酮在酒精溶剂中的光化学反应产生的中间自由基的扩散过程。通过控制酒精溶剂中氢氧化钠（NaOH）的浓度，选择性地生成苯乙酮，苯甲醛，黄酮，二苯甲酮和苯甲醚的电中性基团和阴离子基团。阴离子自由基，中性自由基和母体稳定分子的平移扩散常数（D）可以在相同条件下通过此方法成功地测量。发现中性和阴离子基团的扩散均慢于母体分子。D的值在广泛的溶剂粘度，溶质尺寸和温度范围内，对阴离子基团，中性基团和母体分子进行了详细比较。在任何条件下，带电自由基的D值与中性自由基的D值相似。就自由基的分子间电荷极化率而言，讨论了这种相似性的可能来源。
• Electrochemical generation and reduction of organic free radicals. .alpha.-Hydroxybenzyl radicals from the reduction of benzaldehyde
  作者：Claude P. Andrieux、Maria Grzeszczuk、Jean Michael Saveant

  DOI：10.1021/ja00023a032

  日期：1991.11

  Careful analysis of the kinetics of the electrochemical reduction of benzaldehyde in ethanolic buffers, paying particular attention to the second reduction step(s), shows that the alpha-hydroxybenzyl radicals formed upon protonation of the initial ketyl radicals are more difficult to reduce than the starting molecule. Thus, a clear example is provided of the lack of general validity of the commonly accepted view that radicals resulting from the addition of electrophiles onto anion radicals should be easier to reduce than the substrate from which they derive. There is then no general impediment to the generation and redox characterization of radicals by electrochemical means along this type of reaction sequence. The main thermodynamic and kinetic characteristics of the reduction, dimerization, and proton exchange interconversion of the alpha-hydroxybenzyl and benzaldehyde ketyl radicals are derived from the experimental data.