2-(2-hydroxy-5-methoxyphenyl)benzene-1,4-diol | 141989-17-5

• 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: 2-(2-hydroxy-5-methoxyphenyl)benzene-1,4-diol
• CAS: 141989-17-5
• 化学式: C₁₃H₁₂O₄
• 分子量: 232.236
• InChiKey: BEDSNLCEDBNMKB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.48
• 重原子数：
  17.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  69.92
• 氢给体数：
  3.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  4-甲氧基苯酚 、 对苯醌 在 三氯化铝 作用下， 生成 5,5'-二甲氧基-[1,1-联苯基]-2,2'-二醇 、 2-(2-hydroxy-5-methoxyphenyl)benzene-1,4-diol
  参考文献：
  名称：

  金属酚盐的氧化偶合中的区域化学控制：对称的羟基化联芳基的高度选择性合成

  摘要：

  FeCl 3促进的高度配位的金属酚盐的氧化偶联以良好的产率和高度的区域化学控制提供了各种取代的对称2,2'-二羟基联芳基。

  DOI：

  10.1016/0040-4039(92)88178-8

文献信息

• Redox Interactions of Cr(VI) and Substituted Phenols: Products and Mechanism
  作者：Michael S. Elovitz、William. Fish

  DOI：10.1021/es00008a010

  日期：1995.8.1

  The mechanisms of aqueous oxidation-reduction interactions between Cr(VI) and substituted phenols (RArOH) were characterized by kinetic analysis and determinations of reaction products and intermediates. A rapid, preoxidative equilibrium between HCrO4- and RArOH forms chromate ester intermediates, as verified by spectroscopy. The subsequent rate-limiting ester decomposition proceeds via innersphere electron transfer. The overall rate dependence on [H+] is well accounted for by three parallel redox pathways involving zero, one, and two protons. The two-proton pathway dominates at pH less than or equal to 2, the single-proton pathway for 2 < pH < 5, and the proton-independent pathway at pH greater than or equal to 5. The parallel reaction rate expression was fitted to data for 4-methyl-, 4-methoxy-, 2,6-dimethoxy-, and 3,4-dimethoxyphenol for pH 1-6. Beside accurately predicting rates for the calibrated conditions, the model predicts a sharp decline in rates at pH greater than or equal to 6. Rates subsequently measured at pH 7 agreed well with those calculated a priori. Such predictions suggest that the proposed mechanism is robust and accurate. Rate constants were correlated with Hammett-type substituent parameters. Reaction products indicated both one- and two-electron pathways.