(1α,3β,4α)-4,4'-<1-Methyl-4-(1-methylethyl)-1,3-cyclohexanediyl>bisphenol

• 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: (1α,3β,4α)-4,4'-<1-Methyl-4-(1-methylethyl)-1,3-cyclohexanediyl>bisphenol
• 英文别名: 4-[(1S,2R,5R)-5-(4-hydroxyphenyl)-5-methyl-2-propan-2-ylcyclohexyl]phenol
• 化学式: C₂₂H₂₈O₂
• 分子量: 324.463
• InChiKey: IFXCFXBIEFACDX-YPAWHYETSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  γ-松油烯 、 苯酚 在 Amberlite 118 作用下， 反应 20.0h， 生成 (1α,3α,4β)-4,4'-<1-Methyl-4-(1-methylethyl)-1,3-cyclohexanediyl>bisphenol 、 (1α,3α,4β)-4-<1-<3-(4-Hydroxyphenyl)-4-methylcyclohexyl>-1-methylethyl>phenol 、 (5α,6β,9α)-5,6,7,8,9,10-Hexahydro-2-hydroxy-6,10,10-trimethyl-5,9-methanobenzocyclooctene 、 (1α,3β,4α)-4,4'-<1-Methyl-4-(1-methylethyl)-1,3-cyclohexanediyl>bisphenol
  参考文献：
  名称：

  Products from the Acid-Catalyzed Reaction of Cyclic Monoterpenes and Phenol

  摘要：

  Nine phenol-containing products from the acid-catalyzed reaction of phenol and gamma-terpinene were isolated and identified. A combination of X-ray crystallographic and spectroscopic techniques was used to assign the structures of the three p,p-bisphenols, two og-bisphenols, two bicyclic monophenols, and two bicyclic phenyl ethers. Several of the individual reaction products interconverted under acid-catalyzed conditions. The same nine products were formed using 3-carene, alpha-pinene, Limonene, or sabinene in place of gamma-terpinene, although the relative concentrations of these products varied depending upon the starting monoterpene's structure. A mechanism is proposed which accounts for the products' structures and reactivities.

  DOI：

  10.1021/jo00117a009

文献信息

• Products from the Acid-Catalyzed Reaction of Cyclic Monoterpenes and Phenol
  作者：John C. Schmidhauser、Garold L. Bryant、Paul E. Donahue、Mary F. Garbauskas、Elizabeth A. Williams

  DOI：10.1021/jo00117a009

  日期：1995.6

  Nine phenol-containing products from the acid-catalyzed reaction of phenol and gamma-terpinene were isolated and identified. A combination of X-ray crystallographic and spectroscopic techniques was used to assign the structures of the three p,p-bisphenols, two og-bisphenols, two bicyclic monophenols, and two bicyclic phenyl ethers. Several of the individual reaction products interconverted under acid-catalyzed conditions. The same nine products were formed using 3-carene, alpha-pinene, Limonene, or sabinene in place of gamma-terpinene, although the relative concentrations of these products varied depending upon the starting monoterpene's structure. A mechanism is proposed which accounts for the products' structures and reactivities.