2,4,6-trimethyl-6-cyclohexa-2,4-dienone

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,4,6-trimethyl-6-cyclohexa-2,4-dienone
• 英文别名: 2,4,6-trimethyl-6-{o-(prop-2-enyloxy)phenyl}cyclohexa-2,4-dienone；2,4,6-trimethyl-6-(2-prop-2-enoxyphenyl)cyclohexa-2,4-dien-1-one
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: GKHFEGPGMOHNDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2,4,6-三甲酚 、 o-(Prop-2-enyloxy)phenyllead Triacetate 在 氘代吡啶 作用下， 以 氘代氯仿 为溶剂， 反应 20.5h， 以50%的产率得到2,4,6-trimethyl-6-cyclohexa-2,4-dienone
  参考文献：
  名称：

  Mechanism of arylation of nucleophiles by aryllead triacetates. Part 1. Exclusion of a pathway involving aryl free radicals

  摘要：

  o-(Prop-2-enyloxy)phenyllead triacetate 6. which was obtained by treatment of the corresponding boronic acid with lead tetraacetate, has been shown to react with iodide and azide ions, 2,4,6-trimethylphenol, ethyl 2-oxocyclopentanecarboxylate, and the sodium salt of 2-nitropropane to give only those products which, in a formal sense, are derived by direct nucleophilic displacement of the Pb(OAc), group. The complete absence of 3-substituted dihydrobenzofurans among the products is strong evidence that aryl free radicals are not involved in the arylation reactions of aryllead triacetates.

  DOI：

  10.1039/p19930001673