8-<3,5-二(2,6-二羟基-3,5-二苯基苯基)苯基>-2-甲基喹啉 | 142841-84-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 8-<3,5-二(2,6-二羟基-3,5-二苯基苯基)苯基>-2-甲基喹啉
• 英文名称: 8-<3,5-Bis(2,6-dihydroxy-3,5-diphenylphenyl)phenyl>-2-methylquinoline
• 英文别名: 8-[3,5-Bis(2,6-dihydroxy-3,5-diphenylphenyl)phenyl]-2-methylquinoline；2-[3-(2,6-Dihydroxy-3,5-diphenylphenyl)-5-(2-methylquinolin-8-yl)phenyl]-4,6-diphenylbenzene-1,3-diol；2-[3-(2,6-dihydroxy-3,5-diphenylphenyl)-5-(2-methylquinolin-8-yl)phenyl]-4,6-diphenylbenzene-1,3-diol
• CAS: 142841-84-7
• 化学式: C₅₂H₃₇NO₄
• 分子量: 739.87
• InChiKey: IJWDTNYZNAEGDR-UHFFFAOYSA-N

物化性质

• 密度：
  1.267±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.6
• 重原子数：
  57
• 可旋转键数：
  7
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.02
• 拓扑面积：
  93.8
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  8-溴-2-甲基喹啉 在 bis(triphenylphosphine)nickel(II) chloride 盐酸 、 正丁基锂 、 zinc(II) chloride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 23.0h， 生成 8-<3,5-二(2,6-二羟基-3,5-二苯基苯基)苯基>-2-甲基喹啉
  参考文献：
  名称：

  Receptors for oxo acids: effects of intra-ion-pair hydrogen bonding on acid-base equilibria

  摘要：

  Receptor molecules 1-3 containing a quinoline unit and hydroxyl groups were synthesized, and their properties in salt formation with oxo acids such as p-toluenesulfonic acid (TsOH) and methyl phenylphosphonate (MPP) were studied by using H-1 NMR spectroscopy. In CDCl3 solution the salt formation of the receptors with TsOH or MPP is enhanced by hydrogen bonds between the hydroxyl groups and the counteranion. The salt-formation enhancement of 1 over 2 suggests the presence of multiple interactions. The X-ray structure of 1.MPP.(acetone)2 confirms that three hydrogen-bonding interactions stabilize the salt. In the salt formation of 5-(dimethylamino)quinoline derivative 3, the hydroxyl groups also affect the relative basicity of the basic nitrogens in 3. The results described here emphasize that acid-base equilibria in apolar solvents are significantly affected by intra-ion-pair hydrogen bonding (i.e., hydrogen bonding within a contact ion pair).

  DOI：

  10.1021/jo00076a031