(4aS,4bS,8aR,8bR)-3,3,4a,7,7,8a-Hexamethyl-octahydro-biphenylene-1,5-dione | 28171-68-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4aS,4bS,8aR,8bR)-3,3,4a,7,7,8a-Hexamethyl-octahydro-biphenylene-1,5-dione
• CAS: 28171-68-8
• 化学式: C₁₈H₂₈O₂
• 分子量: 276.419
• InChiKey: VMGWNQCEAJQMCK-QDUFDSBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.02
• 重原子数：
  20.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  异佛尔酮 生成 (4aS,4bS,8aR,8bR)-3,3,4a,7,7,8a-Hexamethyl-octahydro-biphenylene-1,5-dione
  参考文献：
  名称：

  Koning,R.E. et al., Recueil des Travaux Chimiques des Pays-Bas, 1970, vol. 89, p. 920 - 928

  摘要：

  DOI：

文献信息

• Structure determination of photocyclodimers of 2-cycloalkenones via enantioselective gas chromatography and GC/MS analysis
  作者：Elke Anklam、Wilfried A. König、Paul Margaretha

  DOI：10.1016/s0040-4039(00)94218-7

  日期：1983.1

  Enantioselective gas chromatography combined with GC/MS analysis allows the direct assignment of constitution and configuration of the photocyclodimers of cyclic enones 1a – 1h.

  对映选择性气相色谱与GC / MS分析相结合，可以直接指定环烯酮1a-1h的光环二聚体的组成和构型。
• Photodimerization of isophorone in supercritical trifluoromethane and carbon dioxide
  作者：Bruce J. Hrnjez、Anil J. Mehta、Marye Anne Fox、Keith P. Johnston

  DOI：10.1021/ja00189a047

  日期：1989.3

  An examination of the regio- and stereoselectivity for the photodimerization of isophorone in both supercritical CHFsub 3} and COsub 2} as a function of pressure is presented. This selectivity is discussed in terms of solvent polarity and differential solvent reorganization. The stereoselectivity is influenced mostly by solvent reorganization, and the regioselectivity is influenced by both solvent

  介绍了异佛尔酮在超临界 CHFsub 3} 和 COsub 2} 中作为压力函数的光二聚反应的区域选择性和立体选择性。这种选择性是根据溶剂极性和不同的溶剂重组来讨论的。立体选择性主要受溶剂重组的影响，而区域选择性受溶剂极性和溶剂重组的影响。差异溶剂重组显示出对选择性的主要影响，从而证明了超临界介质作为机械探针的可行性。
• Misslitz, Ulf; Primke, Hartmut; Meijere, Armin de, Chemische Berichte, 1989, vol. 122, p. 537 - 544
  作者：Misslitz, Ulf、Primke, Hartmut、Meijere, Armin de

  DOI：——

  日期：——
• Supramolecularity and Photodimerization of Isophorone:  FTIR and Molecular Mechanics Studies
  作者：Huguette Gonçalves、Germaine Robinet、Michèle Barthelat、Armand Lattes

  DOI：10.1021/jp9729270

  日期：1998.2.1

  The FTIR spectroscopic study of isophorone solvation in various media using the C=O group as the microenvironmental probe shows that in aprotic medium (cyclohexane) at least two forms are present, even at low concentrations: the monomolecular form and the aggregated forms (dimers and larger). In hydroxylated organic media (butanol), only monosolvated forms are present. In aqueous solutions, solvated species with various degrees of aggregation and hydration can be identified. Molecular mechanics studies show that isophorone, which is an ol-enone, has a preference for an aggregated form over the monomolecular form. Further, the hydrogen atoms of a water molecule can take part in a stabilizing interaction with the carbonyl oxygen atoms of two isophorone molecules. The information on the solvation states (derived from FTIR spectroscopy) and on the nature of the supramolecular structures (calculated via molecular mechanics) have been correlated to the results of photodimerization. Finally, we propose a mechanism of photoreaction, based on the supramolecular structures which are flexible and therefore have a modifiable molecular structure and whose geometry is determined by the interactions with the medium.
• Delpech, Valerie; Gargues-Sakellariou, Reine; Riviere, Monique, Bulletin de la Societe Chimique de France, 1989, # 1, p. 49 - 52
  作者：Delpech, Valerie、Gargues-Sakellariou, Reine、Riviere, Monique、Lattes, Armand

  DOI：——

  日期：——