E-3-(bicyclo[2.2.1]-hept-5-ene)-prop-2-ene-1-carboxylic acid

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: E-3-(bicyclo[2.2.1]-hept-5-ene)-prop-2-ene-1-carboxylic acid
• 英文别名: (E)-3-[(1R,2R,4R)-2-bicyclo[2.2.1]hept-5-enyl]prop-2-enoic acid
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: PSQVRPSVCYLDTE-ORDVQYNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  丙二酸 、 5-norbornene-2-carboxaldehyde 在 吗啉 、 吡啶 作用下， 生成 E-3-(bicyclo[2.2.1]-hept-5-ene)-prop-2-ene-1-carboxylic acid 、 E-3-(bicyclo[2.2.1]-hept-5-ene)-prop-2-ene-1-carboxylic acid
  参考文献：
  名称：

  NMR Studies on 1,3-Dipolar Cycloaddition of Nitrile Oxides to Norbornenes

  摘要：

  The 1,3-dipolar cycloaddition reaction of nitrile oxides to norbornenes substituted with an acrylate-derived moiety was examined. Only adducts to norbornene system were formed with a good exo selectivity and complete site-selectivity. Structures of the products were elucidated by an extensive application of electrospray ionization-mass spectrometry (ESI-MS) and 2D H-1 and C-13 nuclear magnetic resonance (NMR).

  DOI：

  10.5935/0103-5053.20130106

文献信息

• NMR Studies on 1,3-Dipolar Cycloaddition of Nitrile Oxides to Norbornenes
  作者：Mirosław Gucma、W. Marek Gołębiewski、Maria Krawczyk

  DOI：10.5935/0103-5053.20130106

  日期：——

  The 1,3-dipolar cycloaddition reaction of nitrile oxides to norbornenes substituted with an acrylate-derived moiety was examined. Only adducts to norbornene system were formed with a good exo selectivity and complete site-selectivity. Structures of the products were elucidated by an extensive application of electrospray ionization-mass spectrometry (ESI-MS) and 2D H-1 and C-13 nuclear magnetic resonance (NMR).