(4E)-2-methyl-6-methylene-8,8-diethoxyocta-2,4-diene | 1222538-45-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4E)-2-methyl-6-methylene-8,8-diethoxyocta-2,4-diene
• 英文别名: (4E)-8,8-diethoxy-2-methyl-6-methylideneocta-2,4-diene
• CAS: 1222538-45-5
• 化学式: C₁₄H₂₄O₂
• 分子量: 224.343
• InChiKey: XNVGCMDYFGPGBB-CSKARUKUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4E)-2-methyl-6-methylene-8,8-diethoxyocta-2,4-diene 在 4-甲基苯磺酸吡啶 、 丙酮 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 1.0h， 生成 (2Z,4E)-3,7-dimethyl-2,4,6-octatrienal 、 脱氢柠檬醛
  参考文献：
  名称：

  Preparation of 3-bromomethyl-3-butenal diethylacetal and its conversion into isoprenoid aldehydes derivatives

  摘要：

  The cyclopropanation of ethyl 3,3-diethoxypropionate with alkoxytitanacyclopropane reagents followed by the cleavage of the three-membered carbocycle in the formed cyclopropyl mesylate provided in a good yield 3-bromomethyl-3-butenal diethylacetal. The latter was brought into reactions of aldehyde allylation and cross-coupling with allyl halides in the intermediate stages at the generation of carbanionic intermediates. The conversion of compounds obtained into the corresponding beta, gamma- or alpha,beta-unsaturated aldehydes demonstrated the opportunity of applying 3-bromomethyl-3-butenal diethylacetal as a C-5-isoprenoid building block.

  DOI：

  10.1134/s1070428009110086
• 作为产物：
  描述：

  prenyl tolyl sulfone 、 3-(bromomethyl)but-3-enal diethyl acetal 在 potassium tert-butylate 作用下， 以 苯 为溶剂， 反应 2.03h， 以78%的产率得到(4E)-2-methyl-6-methylene-8,8-diethoxyocta-2,4-diene
  参考文献：
  名称：

  Preparation of 3-bromomethyl-3-butenal diethylacetal and its conversion into isoprenoid aldehydes derivatives

  摘要：

  The cyclopropanation of ethyl 3,3-diethoxypropionate with alkoxytitanacyclopropane reagents followed by the cleavage of the three-membered carbocycle in the formed cyclopropyl mesylate provided in a good yield 3-bromomethyl-3-butenal diethylacetal. The latter was brought into reactions of aldehyde allylation and cross-coupling with allyl halides in the intermediate stages at the generation of carbanionic intermediates. The conversion of compounds obtained into the corresponding beta, gamma- or alpha,beta-unsaturated aldehydes demonstrated the opportunity of applying 3-bromomethyl-3-butenal diethylacetal as a C-5-isoprenoid building block.

  DOI：

  10.1134/s1070428009110086