1,3-dimethyl-3-vinylcyclohex-1-ene | 128266-02-4

• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 英文名称: 1,3-dimethyl-3-vinylcyclohex-1-ene
• 英文别名: 3-Ethenyl-1,3-dimethylcyclohexene
• CAS: 128266-02-4
• 化学式: C₁₀H₁₆
• 分子量: 136.237
• InChiKey: ZGMMYCNETMRQEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.31
• 重原子数：
  10.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为产物：
  描述：

  6-chloro-7-methylene-3-methyl-1-octen-3-yl acetate 在 lithium aluminium tetrahydride 、 三氟化硼乙醚 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 1,3-dimethyl-3-vinylcyclohex-1-ene
  参考文献：
  名称：

  Electrophilic cyclization of ?-monoterpenols as a model for the biosynthesis of tri- and tetracyclic diterpenes

  摘要：

  Low temperature electrophilic cyclization of alpha-geraniol, alpha-nerol, and alpha-linalool initiated by BF3.etherate leads to the formation of dimethylvinylcyclohexenes and bicyclo[3.2.1]octyl fluoride, which have monoterpene skeletons. The alpha-monoterpenol starting materials may be regarded as close models to labdadienols, and their transformation as mimicking the biosynthesis of diterpenes in the pimarane and gibbane series according to Wenkert.

  DOI：

  10.1007/bf00962389

文献信息

• Cationic cyclization of regular α-monoterpenols as a model for tri- and tetracyclic diterpene biosynthesis
  作者：V.V Veselovsky、V.A Dragan、A.M Moiseenkov

  DOI：10.1016/s0040-4039(00)88762-6

  日期：1990.1

  Low-temperature boron trifluoride etherate initiated cyclization of α-geraniol, α-nerol, and α-linalool leads to regioisomeric dimethylvinylcyclohexenes possessing a rare monoterpene carbon skeleton along with bicyclo[3.2.1]octyl fluoride. The cyclization mimics biosynthesis of tri- and tetracyclic diterpenes according to Wenkert.

  低温三氟化硼醚化物引发的α-香叶醇，α-神经醇和α-芳樟醇的环化反应会导致区域异构的二甲基乙烯基环己烯具有罕见的单萜碳骨架以及双环[3.2.1]辛基氟。根据Wunkert的说法，环化模拟了三环和四环二萜的生物合成。
• Electrophilic cyclization of ?-monoterpenols as a model for the biosynthesis of tri- and tetracyclic diterpenes
  作者：A. M. Moiseenkov、V. V. Veselovskii、V. A. Dragan、A. V. Ignatenko、Yu. A. Strelenko

  DOI：10.1007/bf00962389

  日期：1990.6

  Low temperature electrophilic cyclization of alpha-geraniol, alpha-nerol, and alpha-linalool initiated by BF3.etherate leads to the formation of dimethylvinylcyclohexenes and bicyclo[3.2.1]octyl fluoride, which have monoterpene skeletons. The alpha-monoterpenol starting materials may be regarded as close models to labdadienols, and their transformation as mimicking the biosynthesis of diterpenes in the pimarane and gibbane series according to Wenkert.