o-boronobenzalmethoxyamine catechol ester | 160161-71-7

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: o-boronobenzalmethoxyamine catechol ester
• CAS: 160161-71-7
• 化学式: C₁₄H₁₂BNO₃
• 分子量: 253.065
• InChiKey: VAOCVJIFKNJJDC-MHWRWJLKSA-N

物化性质

• 沸点：
  364.7±52.0 °C(predicted)
• 密度：
  1.14±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.83
• 重原子数：
  19.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  40.05
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  2-甲酰基苯硼酸 在 NaOH 作用下， 以 水 、 苯 为溶剂， 生成 o-boronobenzalmethoxyamine catechol ester
  参考文献：
  名称：

  Synthesis and X-ray crystal structure investigation of a potential boronate affinity chromatography ligando-boronobenzalmethoxyamine

  摘要：

  A potential boronate affinity chromatography ligand o-boronobenzalmethoxyamine (IV) and its precursor [o-formylbenzeneboronic acid (III)] were synthesized and characterized by three-dimensional single-crystal X-ray diffractometry. Both compounds contained no bonding between the boron atoms and the oxygen atoms [O(3)] of the distinguishing functional group. In addition, B-11 NMR data confirmed the lack of any coordination between the boron and oxygen atoms in the boronic acid compounds III and IV and the catachol ester derivative (V) of IV. o-Formylbenzeneboronic acid (III) crystallizes in space group P2(1)/n with a = 3.883(1), b = 13.225(1), c = 14.029(2)Angstrom, beta = 92.16(1)degrees, and four molecules per unit cell. o-Boronobenzalmethoxyamine (IV) crystallizes in space group Pccn with a = 14.158(2), b = 17.156(1), c = 7.734(2)Angstrom, and eight molecules per unit cell. Selected bend distances and angles are tabularized.

  DOI：

  10.1007/bf01671677