hydroxyquinoline protonated form | 17033-21-5

• 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
• 英文名称: hydroxyquinoline protonated form
• 英文别名: 8-hydroxyquinolinium ion；8-Hydroxyquinolinium；quinolin-1-ium-8-ol
• CAS: 17033-21-5
• 化学式: C₉H₈NO
• 分子量: 146.169
• InChiKey: MCJGNVYPOGVAJF-UHFFFAOYSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  8-羟基喹啉 在 三氟乙酸 作用下， 生成 hydroxyquinoline protonated form
  参考文献：
  名称：

  摘要：

  According to the H-1 and C-13 NMR data, 5-azonia-4-hydroxynaphthalen-1-onium cation, generated by protonation of 8-hydroxyquinoline in the system CF3SO3H-SbF5, reacts with cyclohexane to give diprotonated 5,6,7,8-tetrahydroquinolin-8-one. Further reaction of the latter with cyclohexane yields 5,6,7,8-tetrahydroquinolinium ion. The reaction of 8-hydroxyquinoline with benzene in the presence of aluminum bromide or chloride gives 6-phenyl-5,6,7,8-tetrahydroquinolin-8-one and product of its intramolecular cyclization, 11-hydroxy-6,11-dihydro-6,11-methano-5H-benzo[5,6]cyclohepta[1,2-b]pyridine. The effect of the protonated nitrogen atom on the electrophilicity of dications is discussed.

  DOI：

  10.1023/a:1016306814374

文献信息

• Desulfonation process for preparing 2-azetidinones
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04587051A1

  公开（公告）日：1986-05-06

  A compound having the formula ##STR1## can be prepared by heating an anion having the formula ##STR2## with a cation having the formula ##STR3## or a cation having the formula ##STR4##

  具有公式##STR1##的化合物可以通过将具有公式##STR2##的阴离子与具有公式##STR3##的阳离子或具有公式##STR4##的阳离子加热而制备。