4-甲氧基-2,3,5,6-四甲基-苯酚 | 19587-93-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-甲氧基-2,3,5,6-四甲基-苯酚
• 英文名称: polymethyl-1-hydroxy-4-methoxybenzene
• 英文别名: 2,3,5,6-tetramethyl-3-methoxyphenol；2,3,5,6-tetramethyl-4-methoxyphenol；4-Methoxy-2,3,5,6-tetramethyl-phenol；Methyl-(4-hydroxy-2.3.5.6-tetramethyl-phenyl)-aether；6-Hydroxy-3-methoxy-1.2.4.5-tetramethyl-benzol；4-Methoxy-2,3,5,6-tetramethylphenol
• CAS: 19587-93-0
• 化学式: C₁₁H₁₆O₂
• 分子量: 180.247
• InChiKey: LOZDIWQOKINQMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2909500000

反应信息

• 作为反应物：
  描述：

  4-甲氧基-2,3,5,6-四甲基-苯酚 在 甲醇 、 1,10-菲罗啉 、 三氯化铁 作用下， 生成 4,4-dimethoxy-2,3,5,6-tetramethylcyclohexa-2,5-dien-1-one
  参考文献：
  名称：

  Martius; Eilingsfeld, Justus Liebigs Annalen der Chemie, 1957, vol. 607, p. 159,167

  摘要：

  DOI：
• 作为产物：
  描述：

  3-chloromethyl-4-methoxy-2,5,6-trimethyl-phenol 在 盐酸 、 溶剂黄146 、 锌 作用下， 生成 4-甲氧基-2,3,5,6-四甲基-苯酚
  参考文献：
  名称：

  Martius; Eilingsfeld, Justus Liebigs Annalen der Chemie, 1957, vol. 607, p. 159,167

  摘要：

  DOI：

文献信息

• Reactivity of Substituted Phenols Toward Alkyl Radicals
  作者：Paola Franchi、Marco Lucarini、Gian Franco Pedulli、Luca Valgimigli、Bruno Lunelli

  DOI：10.1021/ja982405d

  日期：1999.1.1

  The rate constants for the reaction of primary alkyl radicals with substituted phenolic compounds have been measured in benzene or toluene at room temperature by using the radical clock technique. With three representative phenols, containing in the ortho positions substituents of different size, the kinetics of the hydrogen transfer to alkyl radicals was studied at different temperatures to obtain the

  伯烷基自由基与取代酚类化合物反应的速率常数已在室温下在苯或甲苯中使用自由基时钟技术测量。使用三种具有代表性的苯酚，在邻位含有不同大小的取代基，在不同温度下研究了氢转移到烷基的动力学以获得相应的阿伦尼乌斯参数。还在作为氢键受体的六种不同溶剂中研究了动力学溶剂对与 α-生育酚反应的影响，同时研究了与 2,4,6-三甲基苯酚和 2,6-二叔丁基苯酚在甲苯和γ-戊内酯。对于某些酚类，还研究了自聚集对动力学参数的影响。
• The Oxidative Solvolysis of Durohydroquinone Monobenzoates. A Study of the Mechanism
  作者：Makoto Takagi、Masato Tazaki、Tsutomu Matsuda

  DOI：10.1246/bcsj.50.2704

  日期：1977.10

  by a kinetic study in an acetonitrile solution. The relation between the mode of oxidation, whether it is a one-electron or two-electron process, and the activation of the acyl group was explicitly discussed in terms of the mechanism. Two-electron oxidation is suggested to offer a better chance for acyl activation. Some generalization of the mechanism is made for other oxidation-induced acyl, phosphoryl

  在室温下，在 CH3OH/CH2Cl2 中，Durohydroquinone 单（p-取代苯甲酸酯）（1a-1e）被 DDQ 氧化。产物是杜罗醌二甲缩醛 4 和对位取代的苯甲酸 (5a-5e)。没有形成甲酯3。通过中间体的分离和表征以及乙腈溶液中的动力学研究，阐明了一系列反应机理的细节，这些反应始于 1 的单电子氧化。从机理方面明确讨论了氧化模式，无论是单电子过程还是双电子过程，与酰基活化之间的关系。建议双电子氧化为酰基活化提供更好的机会。对于其他氧化诱导的酰基，对该机制进行了一些概括，
• Bond Dissociation Energies of O−H Bonds in Substituted Phenols from Equilibration Studies
  作者：Marco Lucarini、Pamela Pedrielli、Gian Franco Pedulli、Salvatore Cabiddu、Claudia Fattuoni

  DOI：10.1021/jo961039i

  日期：1996.1.1

  Bond dissociation energies (BDE) of several phenolic compounds have been determined by studying the equilibration of couples of phenols and of the corresponding phenoxyl radicals by means of EPR spectroscopy. Measurements were carried out in highly concentrated solutions submitted to continuous photolysis in the presence of di-tert-butyl peroxide. Since under this experimental condition the decay of the phenoxyl radicals was slower than the hydrogen transfer reaction from phenols to phenoxyls, equilibrium concentrations of the two radicals were actually measured. Due to the fact that the radical species are continuously generated in solution, phenols giving short-lived phenoxyl radicals could also be investigated by this method. All of the examined phenols are characterized by O-H bonds weaker than that of the parent compound, PhOH, and their BDE values can be calculated to a good approximation by an additive rule using fixed contributions for the various substituents. Only in the case of the sterically crowded 4-methoxytetramethylphenol (5b), where the p-methoxy substituent is compelled to stay out of the plane of the aromatic ring, is the experimental BDE remarkably different from the calculated value.
• Iodine oxidation of .alpha.-tocopherol and its model compound in alkaline methanol: unexpected isomerization of the product quinone monoketals
  作者：Kanji Omura

  DOI：10.1021/jo00269a043

  日期：1989.4
• Autoxidation of biological molecules. 1. Antioxidant activity of vitamin E and related chain-breaking phenolic antioxidants in vitro
  作者：G. W. Burton、K. U. Ingold

  DOI：10.1021/ja00411a035

  日期：1981.10