6,6,8,8-Tetramethyl-2,12-dioxa-bicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-7-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,6,8,8-Tetramethyl-2,12-dioxa-bicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-7-one
• 英文别名: 6,6,8,8-Tetramethyl-2,12-dioxabicyclo[11.3.1]heptadeca-1(17),13,15-trien-7-one
• 化学式: C₁₉H₂₈O₃
• 分子量: 304.43
• InChiKey: PXUBPGIVFPBYOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,9-dibromo-4,4,6,6-tetramethylnonan-5-one 、 间苯二酚 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以15%的产率得到6,6,8,8-Tetramethyl-2,12-dioxa-bicyclo[11.3.1]heptadeca-1(16),13(17),14-trien-7-one
  参考文献：
  名称：

  π系统间隔子对柔性双基中交换耦合和端对端相遇率的影响

  摘要：

  Time-resolved electron paramagnetic resonance (EPR) studies of flexible biradicals containing meta- and para-linked aromatic spacers (aryl ethers) between the unpaired spins are reported. Spectral simulation allows determination of the scalar electronic spin-spin coupling J and the end-to-end encounter rate k(en) between the two radical centers. The biradicals have different J couplings compared to saturated polymethylene chain biradicals of similar length. The value of k(en) obtained for the para isomer was an order of magnitude lower than that of the saturated system, while for the meta isomer it was comparable. Both J and k(en) show large changes with temperature for the para isomer (50-degrees-C vs 105-degrees-C). The results are discussed in terms of through-bond (TB) and through-solvent (TS) coupling mechanisms. Semiempirical MO calculations of overlap integrals support the hypothesis that the TB component should be weaker for the meta isomer. It is concluded that the TS component of the J coupling is dominant for both biradicals at these elevated temperatures.

  DOI：

  10.1021/j100115a052