(2-Methoxyethyl)boronic acid | 1350511-95-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 英文名称: (2-Methoxyethyl)boronic acid
• 英文别名: 2-methoxyethylboronic acid
• CAS: 1350511-95-3
• 化学式: C₃H₉BO₃
• 分子量: 103.914
• InChiKey: LQKSHLMPMXNUJQ-UHFFFAOYSA-N

物化性质

• 沸点：
  213.9±42.0 °C(Predicted)
• 密度：
  1.024±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.89
• 重原子数：
  7
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2-Methoxyethyl)boronic acid 、 水 在 magnesium sulfate 作用下， 以 乙酸乙酯 为溶剂， 生成 硼酸
  参考文献：
  名称：

  Suzuki–Miyaura Cross-Coupling of Potassium Alkoxyethyltrifluoroborates: Access to Aryl/Heteroarylethyloxy Motifs

  摘要：

  The introduction of an alkoxyethyl moiety onto aromatic substructures has remained a long-standing challenge for synthetic organic chemists. The main reasons are the inherent instability of alkoxyethylmetallic species and the lack of general procedures to access them. A new method utilizing a cross-coupling strategy based on the exceptional properties of organotrifluoroborates has been developed, and the method allows an easy and efficient installation of this unit on a broad range of aryl and heteroaryl bromides.

  DOI：

  10.1021/jo3021665
• 作为产物：
  描述：

  钾(2-甲氧基乙基)三氟硼酸酯 在 caesium carbonate 作用下， 以 水 、 甲苯 为溶剂， 生成 (2-Methoxyethyl)boronic acid
  参考文献：
  名称：

  Suzuki–Miyaura Cross-Coupling of Potassium Alkoxyethyltrifluoroborates: Access to Aryl/Heteroarylethyloxy Motifs

  摘要：

  The introduction of an alkoxyethyl moiety onto aromatic substructures has remained a long-standing challenge for synthetic organic chemists. The main reasons are the inherent instability of alkoxyethylmetallic species and the lack of general procedures to access them. A new method utilizing a cross-coupling strategy based on the exceptional properties of organotrifluoroborates has been developed, and the method allows an easy and efficient installation of this unit on a broad range of aryl and heteroaryl bromides.

  DOI：

  10.1021/jo3021665

文献信息

• Suzuki–Miyaura Cross-Coupling of Potassium Alkoxyethyltrifluoroborates: Access to Aryl/Heteroarylethyloxy Motifs
  作者：Nicolas Fleury-Brégeot、Marc Presset、Floriane Beaumard、Virginie Colombel、Daniel Oehlrich、Frederik Rombouts、Gary A. Molander

  DOI：10.1021/jo3021665

  日期：2012.11.16

  The introduction of an alkoxyethyl moiety onto aromatic substructures has remained a long-standing challenge for synthetic organic chemists. The main reasons are the inherent instability of alkoxyethylmetallic species and the lack of general procedures to access them. A new method utilizing a cross-coupling strategy based on the exceptional properties of organotrifluoroborates has been developed, and the method allows an easy and efficient installation of this unit on a broad range of aryl and heteroaryl bromides.