xanthone anion ketyl radical | 128305-27-1

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: xanthone anion ketyl radical
• 英文别名: xanthone ketyl radical；xanthone radical anion
• CAS: 128305-27-1
• 化学式: C₁₃H₈O₂
• 分子量: 196.205
• InChiKey: YRRGTUSGIDCWLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.08
• 重原子数：
  15.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.29
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  xanthone anion ketyl radical 在 三乙胺 作用下， 以 甲醇 、 水 为溶剂， 生成 占吨酮
  参考文献：
  名称：

  黄酮通过其三重态或通过其自由基阴离子的光电离

  摘要：

  通过单脉冲和双脉冲激光闪光光解以及对水合电子和酮基中间体的光学检测，研究了波长为 308、355 和 532 nm 的光在甲醇-水中的氧杂蒽酮的光电离。从浓度的强度依赖性获得动力学常数和量子产率。在没有电子供体的情况下，该机制是连续的。第一个光子产生三重态，然后被第二个光子电离，在 308 和 355 nm 处具有 8 × 10-3 的量子产率 φion；在 532 nm 处无法检测到光电离 (φion < 3 × 10−6)。当电子给体（三乙胺或 DABCO）大量加入时，酮的激发和猝灭之后是自由基阴离子 X˙- 的光离子化。后者再生起始羰基化合物，所以实际上供体被催化循环电离。通过改变供体浓度对两种电离途径的竞争进行了定量研究。X˙− 的电离在 308 和 355 nm 处是单光子的，与波长无关的量子产率为 7 × 10−2。在 532 nm 处发现了双光子电离；激发的自由基阴离子的 φion

  DOI：

  10.1039/b410179k
• 作为产物：
  描述：

  占吨酮 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 xanthone anion ketyl 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

• Zn/OH− reductions of organic compounds in dimethylsulfoxide; A new simple method of preparing radical anions
  作者：Kishan L. Handoo、Kanchan Gadru

  DOI：10.1016/s0040-4039(00)84261-6

  日期：1986.1

  A new method of preparing radical anions from a variety of organic substrates is proposed that involves the use of Zn/KOH in DMSO as electron source.

  提出了一种由多种有机底物制备自由基阴离子的新方法，该方法涉及在DMSO中使用Zn / KOH作为电子源。
• Interactions of nitrite and sulfite with organic triplets: charge transfer versus energy transfer: the role of reorganization energy in triplet-anion interactions and spectroscopic methods for its evaluation
  作者：I. Loeff、A. Treinin、H. Linschitz

  DOI：10.1021/j100192a018

  日期：1992.6

  Charge-transfer (CT) and energy-transfer (NT) interactions of simple anions with organic triplets are reviewed and discussed in connection with new quenching rate constant (k(q)) and radical yield measurements for SO32- and NO2-. In the latter case, both processes may occur at high organic triplet energies. Reorganization energies for one-electron oxidations are obtained for several anions, using data on charge-transfer-to-solvent (CTTS) spectra and photoelectron emission thresholds, which, like thc kinetic parameters of Marcus-Hush theory, also reflect Franck-Condon strains. These results, combined with thermodynamic free energies, give vertical redox potentials which correlate better than do equilibrium potentials with quenching rates. The theoretical basis for correlation between k(q) and h-nu(CTTS) is discussed in the framework of Marcus rate theory. Assigning the total reorganization energy in the CT quenching reaction to the small anion component of the D-A pair gives reasonable agreement with data on quenching of dye triplets but too slow rates for aryl carbonyl triplets where exciplex formation may possibly occur. The optical reorganization energy for NO2- leads to values of the thermal self-exchange mte agreeing with those computed from the Marcus-Hush cross-relations, which also neglect bonding effects. The mechanism of NO2- interaction with triplets is discussed in detail, including indirect kinetic evidence for quenching of a short-lived exciplex by NO2- without radical formation. The possibility of reduction by triplet NO2- formed by initial NT from the organic triplet is also considered. Finally, a scheme is presented involving an equilibrium between CT and NT states and relating the free energy difference between these states to radical yields.