Cyclohex-1-enyl-dimethyl-silane | 447461-17-8

• 分子结构分类: 有机化合物 - 碳氢化合物衍生物
• 英文名称: Cyclohex-1-enyl-dimethyl-silane
• 英文别名: Cyclohexen-1-yl(dimethyl)silane；cyclohexen-1-yl(dimethyl)silane
• CAS: 447461-17-8
• 化学式: C₈H₁₆Si
• 分子量: 140.301
• InChiKey: VIRKWCOGVUZPTC-UHFFFAOYSA-N

物化性质

• 沸点：
  166.9±23.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.51
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  Cyclohex-1-enyl-dimethyl-silane 在 dihydrogen hexachloroplatinate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 Dimethyl-(7-oxabicyclo[4.1.0]heptan-1-yl)-propan-2-yloxysilane
  参考文献：
  名称：

  Desilylation versus elimination reactions of β-hydroxysilanes: effect of substituents on silicon

  摘要：

  beta-Hydroxy(trimethyl)silanes undergo stereospecific desilylation reactions to give alcohols using KOt-Bu in DMSO:H2O, but the reactions are very slow. In this work, desilylation reactions are facilitated using beta-hydroxysilanes with (i-PrO)Me2Si, HMe2Si, or HOMe2Si groups (e.g. 9-->11). The (HO)Me2Si compound (10) (or alkoxide) was shown to be an intermediate, and undergoes beta elimination less readily than the Me3Si compound (7). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00540-9
• 作为产物：
  描述：

  二甲基一氯硅烷 、 1-碘环己烯 在 叔丁基锂 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 为溶剂， 反应 0.75h， 以82%的产率得到Cyclohex-1-enyl-dimethyl-silane
  参考文献：
  名称：

  Desilylation versus elimination reactions of β-hydroxysilanes: effect of substituents on silicon

  摘要：

  beta-Hydroxy(trimethyl)silanes undergo stereospecific desilylation reactions to give alcohols using KOt-Bu in DMSO:H2O, but the reactions are very slow. In this work, desilylation reactions are facilitated using beta-hydroxysilanes with (i-PrO)Me2Si, HMe2Si, or HOMe2Si groups (e.g. 9-->11). The (HO)Me2Si compound (10) (or alkoxide) was shown to be an intermediate, and undergoes beta elimination less readily than the Me3Si compound (7). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00540-9

文献信息

• Desilylation versus elimination reactions of β-hydroxysilanes: effect of substituents on silicon
  作者：Paul F. Hudrlik、Petros Gebreselassie、Laykea Tafesse、Anne M. Hudrlik

  DOI：10.1016/s0040-4039(03)00540-9

  日期：2003.4

  beta-Hydroxy(trimethyl)silanes undergo stereospecific desilylation reactions to give alcohols using KOt-Bu in DMSO:H2O, but the reactions are very slow. In this work, desilylation reactions are facilitated using beta-hydroxysilanes with (i-PrO)Me2Si, HMe2Si, or HOMe2Si groups (e.g. 9-->11). The (HO)Me2Si compound (10) (or alkoxide) was shown to be an intermediate, and undergoes beta elimination less readily than the Me3Si compound (7). (C) 2003 Elsevier Science Ltd. All rights reserved.