9,10-Dihydro-5,14-dimethyltribenzocyclooctene | 137300-38-0

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: 9,10-Dihydro-5,14-dimethyltribenzocyclooctene
• 英文别名: 9,20-Dimethyltetracyclo[14.4.0.02,7.08,13]icosa-1(20),2,4,6,8,10,12,16,18-nonaene
• CAS: 137300-38-0
• 化学式: C₂₂H₂₀
• 分子量: 284.401
• InChiKey: JLBLYAYYSLGDJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2,2"-Ethano-6,6"-dimethyl-m-terphenyl 以 环己烷 为溶剂， 反应 3.0h， 以81%的产率得到9,10-Dihydro-5,14-dimethyltribenzocyclooctene
  参考文献：
  名称：

  Photoisomerization of 2,2''-ethano-bridged m-terphenyl derivatives: ring constraint activates an unreactive chromophore

  摘要：

  The photochemistry of 2,2''-ethano-bridged m-terphenyl derivatives 4, 8, and 9 was investigated. These compounds are chiral and may be suitable photoresolvable additives to discotic liquid crystals. Unlike their unbridged analogues, 4, 8, and 9 rearrange rapidly when irradiated with UV light to the o-terphenyl compounds 10, 11, and 12, respectively. This rearrangement is likely to proceed through an intermediate benzvalene valence-bond isomer. The high reactivity of the 2,2''-ethano-bridged compounds is attributed to distortion in their lowest excited singlet states and to the relief of strain when the ortho isomers are formed.

  DOI：

  10.1021/jo00027a059