1,3-propanediol-1-chloroethane-1-boronate | 143916-39-6

• 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: 1,3-propanediol-1-chloroethane-1-boronate
• CAS: 143916-39-6
• 化学式: C₅H₁₀BClO₂
• 分子量: 148.397
• InChiKey: CGSHHXWRWKNDFQ-YFKPBYRVSA-N

物化性质

• 沸点：
  156.3±23.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.08
• 重原子数：
  9.0
• 可旋转键数：
  1.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  间溴苯甲醚 、 1,3-propanediol-1-chloroethane-1-boronate 在 magnesium 作用下， 以 四氢呋喃 为溶剂， 以67.7%的产率得到1,3-propanediol 1-(3-methoxyphenyl)ethane-1-boronate
  参考文献：
  名称：

  Derivatives of tetrahedral boronic acids

  摘要：

  A series of aliphatic and benzylic bifunctional boronate esters have been prepared as potential ligands for affinity chromatography. Alpha-Acetamido, picolino, thioureido and acetamidino boronates have the hetero atom coordinated with the boron, creating a tetrahedral structure. The H-1, C-13 and B-11 NMR for these compounds confirm the structure, as well as the hetero atom-boron coordination, and show that the bonding of the internal Lewis base with boron increases in order of coordination strength: pyridine < acetamido < thiourea < acetamidine. Bifunctional boronate esters containing these alpha-substituents and phenoxy ether or dimethylaminophenoxy ether groups, which can be coupled to a solid matrix via a diazonium bond, were prepared.

  DOI：

  10.1016/0022-328x(92)83330-k
• 作为产物：
  描述：

  1,3-propanediol-dichloromethane-boronate 、 甲基锂 以 四氢呋喃 为溶剂， 以47.86%的产率得到1,3-propanediol-1-chloroethane-1-boronate
  参考文献：
  名称：

  Derivatives of tetrahedral boronic acids

  摘要：

  A series of aliphatic and benzylic bifunctional boronate esters have been prepared as potential ligands for affinity chromatography. Alpha-Acetamido, picolino, thioureido and acetamidino boronates have the hetero atom coordinated with the boron, creating a tetrahedral structure. The H-1, C-13 and B-11 NMR for these compounds confirm the structure, as well as the hetero atom-boron coordination, and show that the bonding of the internal Lewis base with boron increases in order of coordination strength: pyridine < acetamido < thiourea < acetamidine. Bifunctional boronate esters containing these alpha-substituents and phenoxy ether or dimethylaminophenoxy ether groups, which can be coupled to a solid matrix via a diazonium bond, were prepared.

  DOI：

  10.1016/0022-328x(92)83330-k