hydroquinone anion | 20217-26-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: hydroquinone anion
• 英文别名: 4-Hydroxyphenolate
• CAS: 20217-26-9
• 化学式: C₆H₅O₂
• 分子量: 109.105
• InChiKey: QIGBRXMKCJKVMJ-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  8
• 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：
  43.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  hydroquinone anion 以 二甲基亚砜 为溶剂， 生成 4-hydroxycyclohexa-2,5-dien-1-one, sodium salt
  参考文献：
  名称：

  Parker, Vernon D.; Cheng, Jin-Pei; Handoo, Kishan L., Acta Chemica Scandinavica, 1993, vol. 47, # 11, p. 1144 - 1145

  摘要：

  DOI：
• 作为产物：
  描述：

  semiquinone anion radical 以 二甲基亚砜 为溶剂， 生成 hydroquinone anion
  参考文献：
  名称：

  Parker, Vernon D.; Cheng, Jin-Pei; Handoo, Kishan L., Acta Chemica Scandinavica, 1993, vol. 47, # 11, p. 1144 - 1145

  摘要：

  DOI：

文献信息

• Kinetic Isotope Effect for Hydrogen Abstraction by ^•OH Radicals from Normal and Carbon-Deuterated Ethyl Alcohol and Methylamine in Aqueous Solutions
  作者：Marija Bonifačić、David A. Armstrong、Igor Štefanić、Klaus-Dieter Asmus

  DOI：10.1021/jp027790e

  日期：2003.7.1

  Selective H/D kinetic isotope effects (KIEs) have been determined for the various routes by which •OH radicals react with ethanol (CH3CH2OH and CD3CD2OH) and methylamine (CH3NH2 and CD3NH2) in H2O solutions. The KIEs have been evaluated from overall rate constants and the yields in which the individual primary radicals were generated in the •OH reaction with these compounds. The analytical method applied

  已经确定了 •OH 自由基在 H2O 溶液中与乙醇（CH3C H 和 CD3CD2OH）和甲胺（CH3NH2 和 CD3NH2）反应的各种途径的选择性 H/D 动力学同位素效应 (KIE)。KIE 已经从总体速率常数和在与这些化合物的 •OH 反应中生成单个初级自由基的产率进行了评估。用于产率测定的分析方法是使用合适的清除剂进行氧化还原滴定，即甲基紫精和 Fe(CN)63- 用于还原自由基（CH3C•HOH/CD3C•DOH 和•CH2NH2/•CD2NH2）以及 I- 和对苯二酚对于氧化自由基（CH3C •/CD3CD2O• 和•NHCH3/•NHCD3）。除了相对于总有效•OH 的产率之外，获得的数值结果还包括大多数这些清除反应的绝对速率常数。对于酒精，主要过程（几乎 90%）是从 Cα 键中提取 H/D，KIE = 1.96。对于甲胺，只有 37% (H) 和 26% (D)
• Free energy hydride affinities of quinones in dimethyl sulfoxide solution
  作者：Jinpei Cheng、Kishan L. Handoo、Jieyou Xue、Vernon D. Parker

  DOI：10.1021/jo00071a011

  日期：1993.9

  Free energy hydride affinities in solution defined by reaction i [(i) Q(s) + H-s reversible (QH-)s, DELTAG(hydride)(Q)s] were evaluated for a number of quinones (Q) in dimethyl sulfoxide solution using reaction ii [(ii) -DELTAG(hydride)(Q)s = 2.303RTpK(a)(QH-)s + FDELTAE-degrees(NHE)[(Q.-/Q2-)s + (Q/Q.-)s] + C] derived from a thermochemical cycle. The constant C corresponds to -FE-degrees(NHE)[(H+/H.)s + (H./H-)s] which is equal to 69.9 kcal/mol in dimethyl sulfoxide. The pK(a) of hydroquinone monoanions (QH-) were determined by the overlapping indicator method. Reversible electrode potentials for both the first and second charge transfers to Q were determined by cyclic voltammetry. Values of DELTAG(hydride)(Q)DMSO ranging from -58 to -101 kcal/mol were observed. Hydride affinities of substituted benzoquinones (BQ) were found to be linearly correlated with the corresponding electron affinities in solution. Equilibrium constants for the reactions of BQ with the NADH model compound 10-methylacridan were estimated, and the thermochemical results are discussed in terms of the one- and the two-step mechanisms of hydride-transfer reactions.
• Substituent effects on rates of one-electron oxidation of phenols by the radicals chlorine dioxide, nitrogen dioxide, and trioxosulfate(1-)
  作者：Zeev B. Alfassi、Robert E. Huie、P. Neta

  DOI：10.1021/j100408a063

  日期：1986.8