1,3-bis(bis-(3,5-di-tert-butyl-4-hydroxyphenyl)methylene)-2,2,4,4-tetramethylcyclobutane | 197570-76-6

• 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: 1,3-bis(bis-(3,5-di-tert-butyl-4-hydroxyphenyl)methylene)-2,2,4,4-tetramethylcyclobutane
• 英文别名: 4-[[3-[Bis(3,5-ditert-butyl-4-hydroxyphenyl)methylidene]-2,2,4,4-tetramethylcyclobutylidene]-(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-2,6-ditert-butylphenol
• CAS: 197570-76-6
• 化学式: C₆₆H₉₆O₄
• 分子量: 953.486
• InChiKey: FAZCOGJNIRTGJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.9
• 重原子数：
  70
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  80.9
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-bis(bis-(3,5-di-tert-butyl-4-hydroxyphenyl)methylene)-2,2,4,4-tetramethylcyclobutane 在 甲醇 、 四丁基氢氧化铵 、 碘 作用下， 以 苯 为溶剂， 以83%的产率得到2,6-Ditert-butyl-4-[1-(3,5-ditert-butyl-4-hydroxyphenyl)-3-[(3,5-ditert-butyl-4-hydroxyphenyl)-(3,5-ditert-butyl-4-oxocyclohexa-2,5-dien-1-ylidene)methyl]-4-methyl-2-propan-2-ylidenepent-3-enylidene]cyclohexa-2,5-dien-1-one
  参考文献：
  名称：

  Attempted Synthesis of a Stable, Quintet, Tetraphenoxyl Tetraradical:  Facile Rearrangement of a Substituted Bicyclobutane

  摘要：

  The preparation of tetraphenol 3 and its attempted oxidation to tetraradical 2 are described. Tetraphenoxyl 2 was envisioned as a more stable analog of the previously reported, quintet tetraradical 1. However, EPR studies on 3 and model compounds and crystallographic characterization of the product from oxidation of 3 suggest that 2 is not a viable target. Apparently, 2 or an intermediate in the multistep oxidation path leading to it undergoes a ring closure to a bicyclobutane. The bicyclobutane, in turn, undergoes a surprisingly facile rearrangement to the analogous butadiene structure.

  DOI：

  10.1021/jo970614v
• 作为产物：
  描述：

  bis(3,5-di-tert-butyl-4-methoxyphenyl)methanone 在 六甲基磷酰三胺 、 氢氧化钾 、 lithium methanethiolate 、 三苯基膦 、 mercury(II) oxide 、 肼 作用下， 以 乙醚 、 乙醇 、 溶剂黄146 、 苯 为溶剂， 反应 300.75h， 生成 1,3-bis(bis-(3,5-di-tert-butyl-4-hydroxyphenyl)methylene)-2,2,4,4-tetramethylcyclobutane
  参考文献：
  名称：

  Attempted Synthesis of a Stable, Quintet, Tetraphenoxyl Tetraradical:  Facile Rearrangement of a Substituted Bicyclobutane

  摘要：

  The preparation of tetraphenol 3 and its attempted oxidation to tetraradical 2 are described. Tetraphenoxyl 2 was envisioned as a more stable analog of the previously reported, quintet tetraradical 1. However, EPR studies on 3 and model compounds and crystallographic characterization of the product from oxidation of 3 suggest that 2 is not a viable target. Apparently, 2 or an intermediate in the multistep oxidation path leading to it undergoes a ring closure to a bicyclobutane. The bicyclobutane, in turn, undergoes a surprisingly facile rearrangement to the analogous butadiene structure.

  DOI：

  10.1021/jo970614v