5-hydroxy-2-vinylphenyl acrylate | 1516900-23-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: 5-hydroxy-2-vinylphenyl acrylate
• 英文别名: 5-Hydroxy-2-vinylphenyl acrylate；(2-ethenyl-5-hydroxyphenyl) prop-2-enoate
• CAS: 1516900-23-4
• 化学式: C₁₁H₁₀O₃
• 分子量: 190.199
• InChiKey: IAZLOEAIWLKDSF-UHFFFAOYSA-N

物化性质

• 沸点：
  342.0±31.0 °C(Predicted)
• 密度：
  1.166±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-hydroxy-2-vinylphenyl acrylate 在 RuCl2(1,3-dimesityl-imidazolidin-2-yl)(PCy3)(=CHPh) 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以99%的产率得到7-羟基香豆素
  参考文献：
  名称：

  Biotinylated Metathesis Catalysts: Synthesis and Performance in Ring Closing Metathesis

  摘要：

  Nine biotinylated Grubbs-Hoveyda and Grubbs-type metathesis catalysts were synthesized and evaluated in ring closing metathesis reactions of N-tosyl diallylamine and 5-hydroxy-2-vinylphenyl acrylate. Their catalytic activity in organic- and aqueous solvents was compared with the second generation Grubbs-Hoveyda catalyst. The position of the biotin-moiety on the N-heterocyclic carbene was found to critically influence the catalytic activity of the corresponding ruthenium-based catalysts.

  DOI：

  10.1007/s10562-013-1179-z
• 作为产物：
  描述：

  4-四氢吡喃氧基-2-羟基苯甲醛 在 potassium tert-butylate 、 对甲苯磺酸 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 生成 5-hydroxy-2-vinylphenyl acrylate
  参考文献：
  名称：

  Biotinylated Metathesis Catalysts: Synthesis and Performance in Ring Closing Metathesis

  摘要：

  Nine biotinylated Grubbs-Hoveyda and Grubbs-type metathesis catalysts were synthesized and evaluated in ring closing metathesis reactions of N-tosyl diallylamine and 5-hydroxy-2-vinylphenyl acrylate. Their catalytic activity in organic- and aqueous solvents was compared with the second generation Grubbs-Hoveyda catalyst. The position of the biotin-moiety on the N-heterocyclic carbene was found to critically influence the catalytic activity of the corresponding ruthenium-based catalysts.

  DOI：

  10.1007/s10562-013-1179-z

文献信息

• Biotinylated Metathesis Catalysts: Synthesis and Performance in Ring Closing Metathesis
  作者：Anna Kajetanowicz、Anamitra Chatterjee、Raphael Reuter、Thomas R. Ward

  DOI：10.1007/s10562-013-1179-z

  日期：2014.3

  Nine biotinylated Grubbs-Hoveyda and Grubbs-type metathesis catalysts were synthesized and evaluated in ring closing metathesis reactions of N-tosyl diallylamine and 5-hydroxy-2-vinylphenyl acrylate. Their catalytic activity in organic- and aqueous solvents was compared with the second generation Grubbs-Hoveyda catalyst. The position of the biotin-moiety on the N-heterocyclic carbene was found to critically influence the catalytic activity of the corresponding ruthenium-based catalysts.