6-Methyl-1,3-cycloheptadiene | 38511-91-0

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 6-Methyl-1,3-cycloheptadiene
• 英文别名: 6-Methylcyclohepta-1,3-diene
• CAS: 38511-91-0
• 化学式: C₈H₁₂
• 分子量: 108.183
• InChiKey: HLKXMAZKMYCYGP-UHFFFAOYSA-N

物化性质

• 沸点：
  138.8±7.0 °C(Predicted)
• 密度：
  0.827±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  (1R,6S)-7,7-Dibromo-3-methyl-bicyclo[4.1.0]heptane 生成 6-Methyl-1,3-cycloheptadiene
  参考文献：
  名称：

  Substituent effects on the regioselectivity of carbon-hydrogen insertion arising during stereospecific intramolecular cyclization of 7-norcaranylidenes

  摘要：

  DOI：

  10.1021/jo00932a003

文献信息

• Organic photochemistry with 6.7-eV photons. The divergent photobehavior of exo- and endo-7-methyl-2-norcarene
  作者：William J. Leigh、R. Srinivasan

  DOI：10.1021/jo00170a019

  日期：1983.11
• Rearrangements of 1-cyclohexenylmethylenes and their relevance to the mechanism of the phenylcarbene rearrangement
  作者：Paula C. Miller、Peter P. Gaspar

  DOI：10.1021/jo00017a021

  日期：1991.8

  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.
• Substituent effects on the regioselectivity of carbon-hydrogen insertion arising during stereospecific intramolecular cyclization of 7-norcaranylidenes
  作者：Leo A. Paquette、Gerald Zon、Richard T. Taylor

  DOI：10.1021/jo00932a003

  日期：1974.9