3-acetoxy-1-(4-chlorophenyl)-2-trimethylsilylpropene | 247217-76-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-acetoxy-1-(4-chlorophenyl)-2-trimethylsilylpropene
• 英文别名: [(Z)-3-(4-chlorophenyl)-2-trimethylsilylprop-2-enyl] acetate
• CAS: 247217-76-1
• 化学式: C₁₄H₁₉ClO₂Si
• 分子量: 282.842
• InChiKey: HWMBGXVACKXPCT-ZROIWOOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.16
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  3-acetoxy-1-(4-chlorophenyl)-2-trimethylsilylpropene 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 二乙二醇二甲醚 为溶剂， 反应 1.5h， 生成 2-(4-chlorophenyl)-3,3-difluoro-1-methylenecyclopropane
  参考文献：
  名称：

  Preparation of methylenedifluorocyclopropanes via cyclopropyl anion promoted β-elimination

  摘要：

  Preparation of methylenedifluorocyclopropanes 2 through the beta-elimination reaction promoted by difluorocyclopropyl anion formed by cleavage of C-Si bond with TBAF is described. Base-catalyzed isomerization of 2 to difluorocyclopropene 11 shows the latter structure thermodynamically more stable in contrast to non-fluorinated cases. Application of this method to the synthesis of methylenedifluorocyclopropylglycine (F(2)MCPG) derivative 17 is also presented. (C) 1999 Elsevier Science Ltd. All rights resented.

  DOI：

  10.1016/s0040-4020(99)00588-8
• 作为产物：
  描述：

  (4-氯苯乙炔基)三甲基硅烷 在 吡啶 、 甲基锂 、 二异丁基氢化铝 作用下， 以 乙醚 为溶剂， 生成 3-acetoxy-1-(4-chlorophenyl)-2-trimethylsilylpropene
  参考文献：
  名称：

  Preparation of methylenedifluorocyclopropanes via cyclopropyl anion promoted β-elimination

  摘要：

  Preparation of methylenedifluorocyclopropanes 2 through the beta-elimination reaction promoted by difluorocyclopropyl anion formed by cleavage of C-Si bond with TBAF is described. Base-catalyzed isomerization of 2 to difluorocyclopropene 11 shows the latter structure thermodynamically more stable in contrast to non-fluorinated cases. Application of this method to the synthesis of methylenedifluorocyclopropylglycine (F(2)MCPG) derivative 17 is also presented. (C) 1999 Elsevier Science Ltd. All rights resented.

  DOI：

  10.1016/s0040-4020(99)00588-8