cyclohepta-2,4,6-trienyladamantylketone | 135359-67-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: cyclohepta-2,4,6-trienyladamantylketone
• CAS: 135359-67-0
• 化学式: C₁₈H₂₂O
• 分子量: 254.372
• InChiKey: HJTRXXLTNXRKFY-LXJBFRMVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.07
• 重原子数：
  19.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  1-(1-adamantyl)-2-diazo-1-ethanone 、 苯 在 rhodium(II) trifluoroacetate 作用下， 以65%的产率得到cyclohepta-2,4,6-trienyladamantylketone
  参考文献：
  名称：

  Synthesis of cyclohepta-1,3,5-trienes by the reaction of aromatic hydrocarbons with diazo compounds in the presence of transition metal complexes

  摘要：

  A preparative method has been developed for the synthesis of cyclohepta-1,3,5-trienes, using the reaction of aromatic hydrocarbons with diazomethane, methyldiazoacetate, adamantanoyldiazomethane, and 1-diazo-3-phenylpropan-2-one, with rhodium trifluoroacetate as catalyst. The order of activity and the relative reactivity coefficients of substituted benzenes have been determined, and the link between these characteristics and the energy of the highest occupied molecular orbital of the aromatic ring has been established. In catalyzed reactions of benzenes with diazomethane or methyldiazoacetate, leading to cycloheptatrienes, effects of chemical polarization of the ring have not been observed.

  DOI：

  10.1007/bf00961355