1,2,10,11-Tetrahydro-3,6,8,11-tetramethyl-2-oxodibenzofuran | 62156-64-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: 1,2,10,11-Tetrahydro-3,6,8,11-tetramethyl-2-oxodibenzofuran
• 英文别名: 2,6,8,9b-tetramethyl-4a,9b-dihydro-4H-dibenzofuran-3-one；2,6,8,9B-tetramethyl-4a,9b-dihydro-4H-dibenzofuran-3-on；3,4a,6,8-tetramethyl-4a,9a-dihydro-dibenzofuran-2(1H)-one；2,6,8,9b-Tetramethyl-4a,9b-dihydrodibenzo[b,d]furan-3(4H)-one；2,6,8,9b-tetramethyl-4,4a-dihydrodibenzofuran-3-one
• CAS: 62156-64-3
• 化学式: C₁₆H₁₈O₂
• 分子量: 242.318
• InChiKey: XZDYSEGWQBESNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,4-二甲基苯酚 在 sodium acetate 、 potassium hexacyanoferrate(III) 作用下， 生成 1,2,10,11-Tetrahydro-3,6,8,11-tetramethyl-2-oxodibenzofuran
  参考文献：
  名称：

  Haynes et al., Journal of the Chemical Society, 1956, p. 2823,2829

  摘要：

  DOI：

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.
• Haynes et al., Journal of the Chemical Society, 1956, p. 2823,2829
  作者：Haynes et al.

  DOI：——

  日期：——