甲萘醌自由基阴离子 | 23177-71-1

• 分子结构分类: 有机化合物 - 苯类化合物
• 中文名称: 甲萘醌自由基阴离子
• 英文名称: menadione radical anion
• 英文别名: 2-methyl-1,4-naphthoquinone radical anion；2-methyl-1,4-naphthosemiquinone；2-Methylnaphthosemiquinonradikalanion；2-Methyl-1,4-naphthosemichinon；Menadoin-Anion
• CAS: 23177-71-1；26740-06-7；59637-69-3
• 化学式: C₁₁H₈O₂
• 分子量: 172.183
• InChiKey: QJHIVQLZRHUCFF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.37
• 重原子数：
  13.0
• 可旋转键数：
  0.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  42.96
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  甲萘醌自由基阴离子 在 水 作用下， 生成 1,4-二羟基-2-甲基萘 、 甲萘醌
  参考文献：
  名称：

  Thermodynamics of semiquinone disproportionation in aqueous buffer

  摘要：

  The thermodynamic parameters, K-disp, Delta H degrees and Delta S degrees, controlling the disproportionation of semiquinones derived from 1,4-benzoquinone (BQ), 1,4-naphthoquinone (NQ), 2-methylbenzoquinone (MBQ), menadione (MNQ), naphthazarin (NZQ) and quinizarin (QNZ), have been determined. Smaller disproportionation constants, K-disp, are observed upon addition of a fused benzene ring to the semiquinone structure. Negative enthalpies and positive entropies of disproportionation govern the disproportionation equilibria. Addition of OH groups to the 5 and 8 positions in NQ(.-) displaces the disproportionation equilibrium to the semiquinone probably due to intramolecular hydrogen bonding.

  DOI：

  10.1039/ft9969204965
• 作为产物：
  描述：

  甲萘醌 在 sodium dodecyl-sulfate 作用下， 以 水 为溶剂， 生成 甲萘醌自由基阴离子
  参考文献：
  名称：

  强光下十二烷基硫酸钠胶束中萘醌的光化学反应的激光光解研究

  摘要：

  DOI：

  10.1021/j150651a040

文献信息

• Intermolecular electron-self exchange kinetics measured by electron paramagnetic resonance-linebroadening effects: useful rate constants for the application of Marcus theory
  作者：Günter Grampp

  DOI：10.1016/s1386-1425(98)00215-7

  日期：1998.12

  The different methods to obtain rate constants of homogeneous intermolecular electron-self exchange reactions in solutions from dynamic linebroadening effects in CW-electron paramagnetic resonance (EPR) spectra are discussed in details. The limitations of the slow and fast exchange region are explained. The medium exchange region is also discussed. Experimental details are given. The exchange rates of the 2-methyl-1,4-naphtoquinone/2-methyl-1,4-napthoquinone radical anion and the 1-nitronaphthalene/1-nitronaphthalene radical anion redox couples are reported to 9.2 10(8) M-1 s(-1) (EtOH, 263 K) and 1.8.10(8) M-1 s(-1) (DMF, 266 K), respectively. (C) 1998 Elsevier Science B.V. All rights reserved.