2,4,8-trimethyl-4-vinyl-7-nonen-3-ol | 57256-51-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 2,4,8-trimethyl-4-vinyl-7-nonen-3-ol
• 英文别名: 4-Ethenyl-2,4,8-trimethylnon-7-en-3-ol；4-ethenyl-2,4,8-trimethylnon-7-en-3-ol
• CAS: 57256-51-6
• 化学式: C₁₄H₂₆O
• 分子量: 210.36
• InChiKey: WWZHGAHPDAHLQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-(trimethylsiloxy)-3,7-dimethyl-2,6-octadiene 、 异丁醛 在 4,4'-二叔丁基苯并 、 lithium 作用下， 以 四氢呋喃 为溶剂， 反应 0.17h， 以22%的产率得到2,4,8-trimethyl-4-vinyl-7-nonen-3-ol
  参考文献：
  名称：

  Direct transformation of allylic and benzylic alcohols or their silylated derivatives into organolithium compounds

  摘要：

  The reaction of allylic or benzylic alcohols 1 with n-butyllithium followed by treatment with lithium powder and a catalytic amount of DTBB (5 mol %) in THF at room temperature gives a solution of the corresponding alkyllithium reagent, which reacts in situ with different electrophiles to yield the expected products 2. Alternatively, the O-silylated derivatives of the same alcohols are lithiated under Barbier-type reaction conditions to afford the same reaction products with better yields.

  DOI：

  10.1016/0040-4020(95)00709-h

文献信息

• Allylic rearrangement process
  申请人：SCM CORPORATION

  公开号：EP0012198B1

  公开（公告）日：1982-07-14
• US4254291A
  申请人：——

  公开号：US4254291A

  公开（公告）日：1981-03-03
• Direct transformation of allylic and benzylic alcohols or their silylated derivatives into organolithium compounds
  作者：Emma Alonso、David Guijarro、Miguel Yus

  DOI：10.1016/0040-4020(95)00709-h

  日期：1995.10

  The reaction of allylic or benzylic alcohols 1 with n-butyllithium followed by treatment with lithium powder and a catalytic amount of DTBB (5 mol %) in THF at room temperature gives a solution of the corresponding alkyllithium reagent, which reacts in situ with different electrophiles to yield the expected products 2. Alternatively, the O-silylated derivatives of the same alcohols are lithiated under Barbier-type reaction conditions to afford the same reaction products with better yields.