3-甲基-3-(2-丙炔-1-基氧基)环己烯 | 150546-28-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-甲基-3-(2-丙炔-1-基氧基)环己烯
• 英文名称: 3-Methyl-3-(2-propyn-1-yloxy)cyclohexene
• 英文别名: 3-Methyl-3-prop-2-ynoxycyclohexene
• CAS: 150546-28-4
• 化学式: C₁₀H₁₄O
• 分子量: 150.221
• InChiKey: ZFIMJGSRBFFTHM-UHFFFAOYSA-N

物化性质

• 沸点：
  211.7±28.0 °C(Predicted)
• 密度：
  0.93±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-甲基-3-(2-丙炔-1-基氧基)环己烯 在 18-冠醚-6 potassium tert-butylate 作用下， 以 正戊烷 为溶剂， 反应 12.0h， 以98%的产率得到3-甲基-3-(丙二烯基氧基)环己烯
  参考文献：
  名称：

  Allenyl allylic ethers: synthesis and thermal rearrangements

  摘要：

  Application of the sequence halogenation/dehydrohalogenation/isomerization to alkenes 1a-g affords allenyl allylic ethers 5a-g. Thermal isomerizations of 5a,d,e proceed by Claisen rearrangement, while 5b,c,f,g are transformed by alternate modes of [2 + 2]cycloaddition involving biradical intermediates of type 19 to polycyclic structures; the variations in these thermal isomerizations are mainly a function of ring size.

  DOI：

  10.1021/jo00073a032
• 作为产物：
  描述：

  trans-1-Bromo-2-methyl-2-(2-propyn-1-yloxy)cyclohexane 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 5.0h， 以100%的产率得到3-甲基-3-(2-丙炔-1-基氧基)环己烯
  参考文献：
  名称：

  Allenyl allylic ethers: synthesis and thermal rearrangements

  摘要：

  Application of the sequence halogenation/dehydrohalogenation/isomerization to alkenes 1a-g affords allenyl allylic ethers 5a-g. Thermal isomerizations of 5a,d,e proceed by Claisen rearrangement, while 5b,c,f,g are transformed by alternate modes of [2 + 2]cycloaddition involving biradical intermediates of type 19 to polycyclic structures; the variations in these thermal isomerizations are mainly a function of ring size.

  DOI：

  10.1021/jo00073a032

文献信息

• Allenyl allylic ethers: synthesis and thermal rearrangements
  作者：Jean Pierre Dulcere、Jack Crandall、Robert Faure、Maurice Santelli、Valerie Agati、Mohamed N. Mihoubi

  DOI：10.1021/jo00073a032

  日期：1993.10

  Application of the sequence halogenation/dehydrohalogenation/isomerization to alkenes 1a-g affords allenyl allylic ethers 5a-g. Thermal isomerizations of 5a,d,e proceed by Claisen rearrangement, while 5b,c,f,g are transformed by alternate modes of [2 + 2]cycloaddition involving biradical intermediates of type 19 to polycyclic structures; the variations in these thermal isomerizations are mainly a function of ring size.