(E)-8-Trimethylsilyl-6-octenal | 131991-82-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (E)-8-Trimethylsilyl-6-octenal
• 英文别名: (E)-8-trimethylsilyloct-6-enal
• CAS: 131991-82-7
• 化学式: C₁₁H₂₂OSi
• 分子量: 198.381
• InChiKey: WUBFMLYOBGAFHV-VQHVLOKHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.64
• 重原子数：
  13
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  8-Trimethylsilyl-6-octen-1-ol 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 生成 (Z)-8-Trimethylsilyl-6-octenal 、 (E)-8-Trimethylsilyl-6-octenal
  参考文献：
  名称：

  About the Stereoelectronics of the Intramolecular Addition of Allylsilanes to Aldehydes

  摘要：

  (Z)-omega -Trimethylsilyl-(omega -2)-alken-1-ols are readily accessible by consecutive superbase metalation and silylation of (omega -1)-alken-1-ols. These versatile intermediates may be oxidized to give the corresponding (Z)-omega -trimethylsilyl-(omega -2)-alkenals which, in the presence of trifluoroacetic acid, can be converted into 2-vinylcycloalkanols such as 2-vinylcyclohexanol (2), isopulegol (4), and bis(2 vinylcyclobutyl) ether (8). The stereochemical outcome of these cyclization reactions suggests the interference of a novel electrodynamic effect.

  DOI：

  10.1002/1521-3765(20010504)7:9<1909::aid-chem1909>3.3.co;2-8

文献信息

• TIETZE, LUTZ E.;WUNSCH, JOSEF R., SYNTHESIS,(1990) N1, C. 985-990
  作者：TIETZE, LUTZ E.、WUNSCH, JOSEF R.

  DOI：——

  日期：——
• About the Stereoelectronics of the Intramolecular Addition of Allylsilanes to Aldehydes
  作者：Manfred Schlosser、Livia Franzini、Carsten Bauer、Frédéric Leroux

  DOI：10.1002/1521-3765(20010504)7:9<1909::aid-chem1909>3.3.co;2-8

  日期：2001.5.4

  (Z)-omega -Trimethylsilyl-(omega -2)-alken-1-ols are readily accessible by consecutive superbase metalation and silylation of (omega -1)-alken-1-ols. These versatile intermediates may be oxidized to give the corresponding (Z)-omega -trimethylsilyl-(omega -2)-alkenals which, in the presence of trifluoroacetic acid, can be converted into 2-vinylcycloalkanols such as 2-vinylcyclohexanol (2), isopulegol (4), and bis(2 vinylcyclobutyl) ether (8). The stereochemical outcome of these cyclization reactions suggests the interference of a novel electrodynamic effect.