1,3-propanediol-dichloromethane-boronate | 62261-00-1

• 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-dichloromethane-boronate
• 英文别名: 2-dichloromethyl-[1,3,2]dioxaborinane；2-(Dichloromethyl)-1,3,2-dioxaborinane；2-(dichloromethyl)-1,3,2-dioxaborinane
• CAS: 62261-00-1
• 化学式: C₄H₇BCl₂O₂
• 分子量: 168.815
• InChiKey: PNQIAJDYGUPNHJ-UHFFFAOYSA-N

物化性质

• 沸点：
  160.3±30.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.25
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,3-propanediol-dichloromethane-boronate 、 (3-methoxyphenyl)magnesium bromide 以 四氢呋喃 为溶剂， 以88.7%的产率得到1,3-propanediol chloro(3-methoxyphenyl)methaneboronate
  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：

  (dichloromethyl)boronic acid 、 1,3-丙二醇 在 magnesium sulfate 作用下， 以 丙酮 为溶剂， 生成 1,3-propanediol-dichloromethane-boronate
  参考文献：
  名称：

  二氯甲烷硼酸酯的制备及反应

  摘要：

  从二氯甲基锂与硼酸三甲酯的反应中得到不纯形式的二氯甲烷硼酸。与适当的醇反应得到1，3-丙二醇酯和二异丙酯。二异丙基二氯甲烷硼酸酯与有机锂或有机镁试剂反应，生成可以氧化为醛的取代产物。

  DOI：

  10.1016/s0022-328x(00)80606-3

文献信息

• Derivatives of tetrahedral boronic acids
  作者：Marek Biedrzycki、William H. Scouten、Zenobia Biedrzycka

  DOI：10.1016/0022-328x(92)83330-k

  日期：1992.7

  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.
• The preparation and reactions of esters of dichloromethaneboronic acid
  作者：Michael W. Rathke、Esther Chao、Grace Wu

  DOI：10.1016/s0022-328x(00)80606-3

  日期：1976.12

  Dichloromethaneboronic acid is obtained in impure form from the reaction of dichloromethyllithium with trimethylborate. Reaction with the appropriate alcohols furnishes the 1,3 propandiol ester and the diisopropyl ester. Diisopropyldichloromethaneboronate reacts with organolithium or organomagnesium reagents to give substitution products which can be oxidized to aldehydes.

  从二氯甲基锂与硼酸三甲酯的反应中得到不纯形式的二氯甲烷硼酸。与适当的醇反应得到1，3-丙二醇酯和二异丙酯。二异丙基二氯甲烷硼酸酯与有机锂或有机镁试剂反应，生成可以氧化为醛的取代产物。