5-fluoro-2-methylquinolin-8-ol | 37026-20-3

• 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: 5-fluoro-2-methylquinolin-8-ol
• CAS: 37026-20-3
• 化学式: C₁₀H₈FNO
• 分子量: 177.178
• InChiKey: YMDMCOFPYPOKJD-UHFFFAOYSA-N

物化性质

• 沸点：
  322.9±37.0 °C(Predicted)
• 密度：
  1.305±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  33.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-fluoro-2-methylquinolin-8-ol 在 selenium(IV) oxide 、 双氧水 、 potassium carbonate 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 乙醚 、 丙酮 为溶剂， 反应 34.0h， 生成
  参考文献：
  名称：

  J24335 exerts neuroprotective effects against 6-hydroxydopamine-induced lesions in PC12 cells and mice

  摘要：

  DOI：

  10.1016/j.ejps.2024.106696
• 作为产物：
  描述：

  巴豆醛 、 2-氨基-4-氟苯酚 在 盐酸 作用下， 以 水 、 甲苯 为溶剂， 反应 3.0h， 以84%的产率得到5-fluoro-2-methylquinolin-8-ol
  参考文献：
  名称：

  Synthesis, spectroscopy and computational studies of selected hydroxyquinoline carboxylic acids and their selected fluoro-, thio-, and dithioanalogues

  摘要：

  The faster and more efficient new synthetic methodologies of crystalline hydroxyquinoline carboxylic acids and their fluor, thio- and dithioanalogues were elaborated. The FTIR, multinuclear NMR, UV-Vis and single crystal X-ray characteristics of the series of quinoline carboxylic acids have been determined experimentally and rationalized on the basis of DFT calculation method with B3LYP functional. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2012.08.009

文献信息

• Synthesis, spectroscopy and computational studies of selected hydroxyquinolines and their analogues
  作者：Jacek E. Nycz、Marcin Szala、Grzegorz J. Malecki、Maria Nowak、Joachim Kusz

  DOI：10.1016/j.saa.2013.08.031

  日期：2014.1

  mechanistic aspects of preparation of selected hydroxyquinolines and their analogues or derivatives contained methoxy, fluoro, chloro, carboxylic, carbodithioic and phosphinate or dioxaphosphinane groups were elaborated. The multinuclear NMR and five single crystal X-ray characteristics of the series of quinolines have been determined. The molecular orbitals of the selected hydroxyquinolines have been calculated

  详细阐述了所选羟基喹啉及其类似物或衍生物的合成，光谱学和机理，这些羟基喹啉包含甲氧基，氟代，氯代，羧基，碳二硫代和次膦酸酯基或二恶膦膦烷基。确定了一系列喹啉的多核NMR和五个单晶X射线特征。所选羟基喹啉的分子轨道已通过密度泛函理论计算。8-[（5,5-二甲基-2-氧化-1,3,2-二氧杂膦基-2-基）氧基] -5,7-二溴-2-甲基喹啉和8- [X-射线和NMR研究（5，5-二甲基-2-氧化-1，3，2-二氧杂膦基-2-基）氧基] -5-氟-2-甲基喹啉表明出现异头作用。
• New approaches to the synthesis of selected hydroxyquinolines and their hydroxyquinoline carboxylic acid analogues
  作者：Marcin Szala、Jacek E. Nycz、Grzegorz J. Malecki

  DOI：10.1016/j.molstruc.2014.04.052

  日期：2014.8

  New approaches to the synthesis of selected crystalline hydroxyquinolines and their carboxylic acid analogues were elaborated in this paper with the auxiliary of computational and spectroscopic characterization, such as FTIR, NMR and single crystal X-ray measurements. The experimental data were further rationalized based on a DFT calculation method with B3LYP functional, which reflected the impact of electron donating or withdrawing groups on the energy level of HOMO orbitals and the reactivity of the substituted hydroxyquinolines. (C) 2014 Elsevier B.V. All rights reserved.