2-Methyl-1-cyclohexene-1-carboxaldehyde Tosylhydrazone Sodium Salt | 134967-81-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-Methyl-1-cyclohexene-1-carboxaldehyde Tosylhydrazone Sodium Salt
• CAS: 134967-81-0
• 化学式: C₁₅H₁₉N₂O₂S*Na
• 分子量: 314.384
• InChiKey: OHQUXIFFHJJIIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.94
• 重原子数：
  21.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  60.6
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-Methyl-1-cyclohexene-1-carboxaldehyde Tosylhydrazone Sodium Salt 以24.2%的产率得到1,2-二甲撑环己烷
  参考文献：
  名称：

  Rearrangements of 1-cyclohexenylmethylenes and their relevance to the mechanism of the phenylcarbene rearrangement

  摘要：

  Gas-phase pyrolysis of 1-cyclohexenyldiazomethane (17) and (2-methyl-1-cyclohexenyl)diazomethane (36) leads to the generation of cyclohexenylmethylenes, 13 and 27, respectively, whose intramolecular rearrangement mechanisms can be inferred from the stable end products. These substituted vinylmethylenes undergo intramolecular pi-addition, but apparently do not participate in an all-carbon Wolff rearrangement. The relevance of these results to the mechanism of the phenylcarbene rearrangement is discussed, and it is suggested that a pi-route with a bicycloheptatriene-like transition state may operate. An attempt to generate 1,3-cyclohexadienylmethylene is described.

  DOI：

  10.1021/jo00017a021