3,5-dimethyl-4-oxocyclohexa-2,5-dienylidene | 53905-02-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3,5-dimethyl-4-oxocyclohexa-2,5-dienylidene
• 英文别名: 2,6-dimethyl-1-oxo-2,5-cyclohexadien-4-ylidene
• CAS: 53905-02-5
• 化学式: C₈H₈O
• 分子量: 120.151
• InChiKey: GZXVPGOUOZZYGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  23.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,5-dimethyl-4-oxocyclohexa-2,5-dienylidene 以 solid matrix 为溶剂， 反应 2.0h， 生成 6-methyl-α,4-didehydrocresol 、 3-hydroxy-4-methylhepta-1,2,4-trien-6-yne
  参考文献：
  名称：

  α,3-Didehydro-5-methyl-6-hydroxytoluene:  Matrix Isolation of a Diradical Related to the Neocarzinostatin Chromophore

  摘要：

  UV photolysis of 2,6-dimethylcyclohexa-2,5-dien-1-on-4-ylidene (4), matrix isolated in argon at 10 K, results in the formation of a labile species which is characterized as a,3-didehydro-5-methyl-6-hydroxybenzene (5) by comparison of the experimental IR spectrum with calculations at the ROSS-BLYP/6-31G(d,p) level of theory. This assignment is confirmed by isotopic labeling and by investigating the subsequent photochemistry of 5, which leads to 3-hydroxy-4-methylhepta-1,2,4-trien-6-yne (6). The ring opening of diradical 5 to eneyne-allene 6 corresponds to the reversion of a Myers cyclization.

  DOI：

  10.1021/ja980792l