2-[2-(2-methoxyethoxy)ethoxy]phenylboronic acid | 1144030-82-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[2-(2-methoxyethoxy)ethoxy]phenylboronic acid
• 英文别名: [2-[2-(2-Methoxyethoxy)ethoxy]phenyl]boronic acid
• CAS: 1144030-82-9
• 化学式: C₁₁H₁₇BO₅
• 分子量: 240.064
• InChiKey: CRZMHSLPLBFCNG-UHFFFAOYSA-N

物化性质

• 沸点：
  407.5±55.0 °C(predicted)
• 密度：
  1.15±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.59
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-bromo-2-(2-(2-methoxyethoxy)ethoxy)benzene 在 正丁基锂 、 硼酸三乙酯 作用下， 以 乙醚 为溶剂， 反应 2.17h， 以41%的产率得到2-[2-(2-methoxyethoxy)ethoxy]phenylboronic acid
  参考文献：
  名称：

  Hydrogen bonds in phenylboronic acids with polyoxaalkyl substituents at ortho-position

  摘要：

  Phenylboronic acids with polyoxaalkyl substituents at ortho position were synthesized from the corresponding bromides. Structures in solid state, determined by single crystal X-ray diffraction, reveal the presence of inter- and intramolecular hydrogen bonds. Presence of several oxygen atoms in oxaalkyl chains enables the formation of intramolecular hydrogen bonds by B(OH)(2) group with different oxygen centers which lead to the formation of bifurcated hydrogen bonds. Investigated compounds were characterized by H-1, C-13, B-11 and O-17 NMR spectroscopy in solution. Assignment of H-1 and C-13 signals was made on the basis of HSQC and HMBC spectra. O-17 NMR spectra show that in acetonitrile solution hydrogen bonds with solvent molecules are predominant. (C) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2008.12.006

文献信息

• Hydrogen bonds in phenylboronic acids with polyoxaalkyl substituents at ortho-position
  作者：Agnieszka Adamczyk-Woźniak、Michał K. Cyrański、Aldona Dąbrowska、Błażej Gierczyk、Paulina Klimentowska、Grzegorz Schroeder、Anna Żubrowska、Andrzej Sporzyński

  DOI：10.1016/j.molstruc.2008.12.006

  日期：2009.2

  Phenylboronic acids with polyoxaalkyl substituents at ortho position were synthesized from the corresponding bromides. Structures in solid state, determined by single crystal X-ray diffraction, reveal the presence of inter- and intramolecular hydrogen bonds. Presence of several oxygen atoms in oxaalkyl chains enables the formation of intramolecular hydrogen bonds by B(OH)(2) group with different oxygen centers which lead to the formation of bifurcated hydrogen bonds. Investigated compounds were characterized by H-1, C-13, B-11 and O-17 NMR spectroscopy in solution. Assignment of H-1 and C-13 signals was made on the basis of HSQC and HMBC spectra. O-17 NMR spectra show that in acetonitrile solution hydrogen bonds with solvent molecules are predominant. (C) 2008 Elsevier B.V. All rights reserved.