(dimethoxymethyl)dimethyl(3-methylbut-2-en-1-yl)silane | 1548126-24-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (dimethoxymethyl)dimethyl(3-methylbut-2-en-1-yl)silane
• 英文别名: sila-methyl pamplemousse；Dimethoxymethyl-dimethyl-(3-methylbut-2-enyl)silane
• CAS: 1548126-24-4
• 化学式: C₁₀H₂₂O₂Si
• 分子量: 202.369
• InChiKey: IJDATKUKXBJWPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.82
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-氯-3-甲基-2-丁烯 在 magnesium 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 3.0h， 生成 (dimethoxymethyl)dimethyl(3-methylbut-2-en-1-yl)silane
  参考文献：
  名称：

  Synthesis and Olfactory Characterization of Sila-Methyl Pamplemousse and Related Odorants with a 2,2,5-Trimethyl-2-silahex-4-ene Skeleton

  摘要：

  The synthetic grapefruit odorant methyl pamplemousse (1a) has lately become an important trend odorant, and the related 2,2,5-trimethylhex-4-enes 2a-4a also possess interesting olfactory properties of fresh hesperidic and fruity-agrestic character. On the basis of the carbon/silicon switch strategy, the silicon-containing analogues silamethyl pamplemousse (1b) and 2b-4b were synthesized and studied for their olfactory properties (olfactory evaluation of the C/Si pairs 1a/1b-4a/4b). Si la substitution (C/Si exchange) was demonstrated to affect the olfactory properties substantially. The C/Si analogues la and 1b were found to be genuine grapefruit odorants, with the silicon compound 1b showing additional agrestic facets. As a proof of principle, it Was demonstrated that C/Si analogues can display a different mechanism and rate of degradation (degradation studies with la and 1b under acidic conditions).

  DOI：

  10.1021/om401181h