4,4'-methylenebis(2-((1R,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-6-((1S,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl))phenol | 1394813-43-4

• 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: 4,4'-methylenebis(2-((1R,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-6-((1S,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl))phenol
• 英文别名: 4-[[4-hydroxy-5-[(1S,2R,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]-3-[(1R,2S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]phenyl]methyl]-6-[(1S,2R,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]-2-[(1R,2S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]phenol
• CAS: 1394813-43-4
• 化学式: C₅₃H₇₆O₂
• 分子量: 745.185
• InChiKey: SWEVDMLFAJNOEN-DVCIYUHNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  16.4
• 重原子数：
  55
• 可旋转键数：
  6
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  聚合甲醛 、 2-[(1R,2S,4S)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]-6-[(1S,2R,4R)-1,7,7-trimethyl-2-bicyclo[2.2.1]heptanyl]phenol 在 montmorillonite KSF 作用下， 以 正辛烷 为溶剂， 反应 6.0h， 以31%的产率得到4,4'-methylenebis(2-((1R,2S,4S)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl)-6-((1S,2R,4R)-1,7,7-trimethylbicyclo[2.2.1]hept-2-yl))phenol
  参考文献：
  名称：

  Convenient Synthesis of 2,2′- and 4,4′-Methylenebisphenols with Bulky Alkyl Substituents and Evaluation of Their Antioxidant Activity

  摘要：

  The work is devoted to a convenient procedure of the synthesis of 2,2'- and 4,4'-methylenebisphenols with alkyl substituents in heterogeneous catalysis. This compounds were obtained with yields up to 87% by reflux of 2,4- or 2,6-dialkylphenols with HCHO in n-octane in the presence of KSF clay. We found that the antioxidant activity on DPPH test for two novel methylenebisphenols having isobornyl fragments was comparable with control drugs.

  DOI：

  10.1080/00397911.2011.589564

文献信息

• Convenient Synthesis of 2,2′- and 4,4′-Methylenebisphenols with Bulky Alkyl Substituents and Evaluation of Their Antioxidant Activity
  作者：Evgeny V. Buravlev、Irina Yu. Chukicheva、Mikhail F. Borisenkov、Aleksandr V. Kutchin

  DOI：10.1080/00397911.2011.589564

  日期：2012.12.15

  The work is devoted to a convenient procedure of the synthesis of 2,2'- and 4,4'-methylenebisphenols with alkyl substituents in heterogeneous catalysis. This compounds were obtained with yields up to 87% by reflux of 2,4- or 2,6-dialkylphenols with HCHO in n-octane in the presence of KSF clay. We found that the antioxidant activity on DPPH test for two novel methylenebisphenols having isobornyl fragments was comparable with control drugs.