5-羟基-6-硝基喹啉 | 58416-46-9

• 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: 5-羟基-6-硝基喹啉
• 英文名称: 6-nitro-quinolin-5-ol
• 英文别名: 5-hydroxy-6-nitroquinoline；6-Nitroquinolin-5-ol；6-nitroquinolin-5-ol
• CAS: 58416-46-9
• 化学式: C₉H₆N₂O₃
• 分子量: 190.158
• InChiKey: WJPDFXSKFMLYSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 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：
  78.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  6-硝基喹啉 在 叔丁基过氧化氢 、 potassium tert-butylate 作用下， 以 氨 为溶剂， 以86%的产率得到5-羟基-6-硝基喹啉
  参考文献：
  名称：

  Hydroxylation of Nitroarenes with Alkyl Hydroperoxide Anions via Vicarious Nucleophilic Substitution of Hydrogen

  摘要：

  Carbo- -and heterocyclic nitroarenes react with anions of tert-butyl and cumyl hydroperoxides in the presence of strong bases to form substituted o- and p-nitrophenols. The reaction usually proceeds in high yields and is of practical value as a method of synthesis and manufacturing of nitrophenols. Orientation of the hydroxylation can be controlled to a substantial extent by selection of the proper conditions. Basic mechanistic features of this process were clarified.

  DOI：

  10.1021/jo970726m

文献信息

• LEBENSTEDT E.; SCHUNACK W., ARCH. PHARM <APBD-AJ>, 1975, 308, NO 12, 977-980
  作者：LEBENSTEDT E.、 SCHUNACK W.

  DOI：——

  日期：——
• Verfahren zur Hydroxylierung elektrophiler aromatischer Verbindungen
  申请人：BAYER AG

  公开号：EP0352563B1

  公开（公告）日：1994-01-19
• US4962198A
  申请人：——

  公开号：US4962198A

  公开（公告）日：1990-10-09
• Hydroxylation of Nitroarenes with Alkyl Hydroperoxide Anions via Vicarious Nucleophilic Substitution of Hydrogen
  作者：Mieczysław Makosza、Krzysztof Sienkiewicz

  DOI：10.1021/jo970726m

  日期：1998.6.1

  Carbo- -and heterocyclic nitroarenes react with anions of tert-butyl and cumyl hydroperoxides in the presence of strong bases to form substituted o- and p-nitrophenols. The reaction usually proceeds in high yields and is of practical value as a method of synthesis and manufacturing of nitrophenols. Orientation of the hydroxylation can be controlled to a substantial extent by selection of the proper conditions. Basic mechanistic features of this process were clarified.