1,5-Bis(1-phenyl-1-oxo-2-ethoxy)-2,6-dimethylnaphthalene | 137517-23-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5-Bis(1-phenyl-1-oxo-2-ethoxy)-2,6-dimethylnaphthalene
• 英文别名: 2-(2,6-dimethyl-5-phenacyloxynaphthalen-1-yl)oxy-1-phenylethanone
• CAS: 137517-23-8
• 化学式: C₂₈H₂₄O₄
• 分子量: 424.496
• InChiKey: TYXCVNMHWKGTJT-UHFFFAOYSA-N

物化性质

• 沸点：
  638.5±55.0 °C(Predicted)
• 密度：
  1.192±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.98
• 重原子数：
  32.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1,5-Bis(1-phenyl-1-oxo-2-ethoxy)-2,6-dimethylnaphthalene 在 甲烷磺酸 作用下， 以 二氯甲烷 为溶剂， 生成 4,9-Diphenyl-2,7-dimethyl-1,6-dioxapyrene
  参考文献：
  名称：

  Synthesis and properties of substituted 1,6-dioxapyrene donors

  摘要：

  The synthesis of substituted 1,6-dioxapyrenes, 2b-g, from 2,6-dipropyl-1,5-naphthalenediol (7a) or 2,6-dimethyl-1,5-naphthalenediol (7b) is described. Diol 7a was prepared by Claisen allylic rearrangement followed by reduction, and 7b was prepared by Mannich reaction of 1,5-naphthalenediol followed by base-promoted hydrogenolysis. The 1,6-dioxapyrenes can be oxidized to stable cation radicals at +0.2-0.35 V vs SCE and to dications at +0.8-1.20 V. The preparation of some tetracyanoquinodimethane salts and binary cation radical salts of the 1,6-dioxapyrenes is reported.

  DOI：

  10.1021/jo00025a020
• 作为产物：
  描述：

  2,6-Bis(hydroxymethyl)-1,5-naphthalenediol tetraacetate 在 palladium on activated charcoal 甲醇 、 氢气 、 potassium carbonate 、 三乙胺 、 乙酰氯 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 1,5-Bis(1-phenyl-1-oxo-2-ethoxy)-2,6-dimethylnaphthalene
  参考文献：
  名称：

  Synthesis and properties of substituted 1,6-dioxapyrene donors

  摘要：

  The synthesis of substituted 1,6-dioxapyrenes, 2b-g, from 2,6-dipropyl-1,5-naphthalenediol (7a) or 2,6-dimethyl-1,5-naphthalenediol (7b) is described. Diol 7a was prepared by Claisen allylic rearrangement followed by reduction, and 7b was prepared by Mannich reaction of 1,5-naphthalenediol followed by base-promoted hydrogenolysis. The 1,6-dioxapyrenes can be oxidized to stable cation radicals at +0.2-0.35 V vs SCE and to dications at +0.8-1.20 V. The preparation of some tetracyanoquinodimethane salts and binary cation radical salts of the 1,6-dioxapyrenes is reported.

  DOI：

  10.1021/jo00025a020