3-甲基-3-(丙二烯基氧基)环己烯 | 150546-39-7

• 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-(丙二烯基氧基)环己烯
• 英文名称: 3-Methyl-3-(1,2-propadienyloxy)-1-cyclohexene
• 英文别名: Cyclohexene, 3-methyl-3-(1,2-propadienyloxy)-(9CI)
• CAS: 150546-39-7
• 化学式: C₁₀H₁₄O
• 分子量: 150.221
• InChiKey: FQOAOCVSVBWWSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 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-(丙二烯基氧基)环己烯 以 苯 为溶剂， 反应 8.0h， 以85%的产率得到(1R^*,2R^*,6S^*,8R^*)-9-Methylene-6-methyl-7-oxatricyclo<4.3.0.0^2,8>nonane
  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：

  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

文献信息

• Allenyl ethers as precursors of .alpha.-methylene-.gamma.-butyrolactones and botryodiplodin derivatives
  作者：Jean Pierre Dulcere、Mohamed Naceur Mihoubi、Jean Rodriguez

  DOI：10.1021/jo00073a033

  日期：1993.10

  Beta-Bromopropargyl ethers 2a-h, 11, and 12 or allyl propargyl ethers 8d-h are easily isomerized with potassium tert-butoxide (KO-t-Bu) into the corresponding allenyl derivatives 3a-h, 13, 14, and 9d-h. These compounds afford alpha-methylene-gamma-butyrolactones 7a-h, 25, and 26 by application of the sequence halogenation/dehydrohalogenation/homolytic carbocyclization. Starting from methyl vinyl ketone 1i, similar transformations lead to botryodiplodin (27) or ethoxybotryodiplodin (28).
• 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.