(Z)-2-methyl-6-octen-2-ol | 132410-02-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-2-methyl-6-octen-2-ol
• CAS: 132410-02-7
• 化学式: C₉H₁₈O
• 分子量: 142.241
• InChiKey: PCITYCRXSBKQDR-PLNGDYQASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  (Z)-2-methyl-6-octen-2-ol 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 生成 (Z)-7-chloro-7-methyloct-2-ene
  参考文献：
  名称：

  Solvolysis rates and .beta.-deuterium secondary kinetic isotope effects of some tertiary and secondary alk-5-enyl derivatives. Evidence for .pi.-participation

  摘要：

  Tertiary 1,1-dimethylalk-5-enyl chlorides solvolyze in 80% v/v ethanol with no or moderate rate enhancements attributable to pi-participation. However, secondary beta-deuterium kinetic isotope effects (KIE, two deuterated methyl groups) are significantly reduced (k(H)/k(D) = 1.22-1.57) relative to the saturated analogues (k(H)/k(D) = 1.80), indicating participation of the double bond. Secondary 1-methylalk-5-enyl tosylates show the same trends, i.e., no or very moderate rate enhancements but reduced beta-deuterium secondary KIE relative to the saturated analogue.

  DOI：

  10.1021/jo00005a038
• 作为产物：
  描述：

  顺-4-己烯-1-醇 在 吡啶 、 三溴化磷 、 lithium 作用下， 以 乙醚 、 Petroleum ether 为溶剂， 反应 2.0h， 生成 (Z)-2-methyl-6-octen-2-ol
  参考文献：
  名称：

  Solvolysis rates and .beta.-deuterium secondary kinetic isotope effects of some tertiary and secondary alk-5-enyl derivatives. Evidence for .pi.-participation

  摘要：

  Tertiary 1,1-dimethylalk-5-enyl chlorides solvolyze in 80% v/v ethanol with no or moderate rate enhancements attributable to pi-participation. However, secondary beta-deuterium kinetic isotope effects (KIE, two deuterated methyl groups) are significantly reduced (k(H)/k(D) = 1.22-1.57) relative to the saturated analogues (k(H)/k(D) = 1.80), indicating participation of the double bond. Secondary 1-methylalk-5-enyl tosylates show the same trends, i.e., no or very moderate rate enhancements but reduced beta-deuterium secondary KIE relative to the saturated analogue.

  DOI：

  10.1021/jo00005a038