3-methylenebicyclo<3.3.0>oct-1-ene | 113679-72-4

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 3-methylenebicyclo<3.3.0>oct-1-ene
• 英文别名: Pentalene, 1,2,4,5,6,6a-hexahydro-2-methylene-；5-methylidene-2,3,3a,4-tetrahydro-1H-pentalene
• CAS: 113679-72-4
• 化学式: C₉H₁₂
• 分子量: 120.194
• InChiKey: YINKAIMUCNCXEA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  dispiro<2,3-diazabicyclo<3.1.0>hex-2-ene-4,1'-cyclopropane-6,1''-cyclobutane> 以 正己烷 为溶剂， 以44%的产率得到3-methylenebicyclo<3.3.0>oct-1-ene
  参考文献：
  名称：

  Thermal decomposition of strained spiro(1-pyrazoline-3,1?-cyclopropanes)

  摘要：

  Pyrolysis (320-370 degrees C) of polycyclic 1-pyrazolines 1 and 2, obtained by 1,3-dipolar cycloaddition of diazocyclopropane to 3,3-dimethylcyclopropene and spiro[2,3]hex-1-ene, yields complex mixtures of isomeric hydrocarbons, substituted methylenecyclopropanes being the main components. Pyrolysis of 6-ethenyl- (4) and 6-methoxy-6-methylcarbonyl-4,5-diazaspiro[2,4]hept-4-enes (6) at 310-320 degrees C proceeds more unambiguously to give vinyl- (18) and 1-methoxy-1-methylcarbonylspiropentanes (20) in similar to 85 and 95 % yields with respect to the transformed pyrazolines. Dediazotization of pyrazoline 3 obtained from diazocyclopropane and benzvalene requires more drastic conditions (similar to 440 degrees C) and produces indane.

  DOI：

  10.1007/bf00696714

文献信息

• Thermal decomposition of strained spiro(1-pyrazoline-3,1?-cyclopropanes)
  作者：Yu. V. Tomilov、E. V. Shulishov、S. A. Yarygin、O. M. Nefedov

  DOI：10.1007/bf00696714

  日期：1995.11

  Pyrolysis (320-370 degrees C) of polycyclic 1-pyrazolines 1 and 2, obtained by 1,3-dipolar cycloaddition of diazocyclopropane to 3,3-dimethylcyclopropene and spiro[2,3]hex-1-ene, yields complex mixtures of isomeric hydrocarbons, substituted methylenecyclopropanes being the main components. Pyrolysis of 6-ethenyl- (4) and 6-methoxy-6-methylcarbonyl-4,5-diazaspiro[2,4]hept-4-enes (6) at 310-320 degrees C proceeds more unambiguously to give vinyl- (18) and 1-methoxy-1-methylcarbonylspiropentanes (20) in similar to 85 and 95 % yields with respect to the transformed pyrazolines. Dediazotization of pyrazoline 3 obtained from diazocyclopropane and benzvalene requires more drastic conditions (similar to 440 degrees C) and produces indane.