5-fluoro-8-hydroxy-2-methylquinoline-7-carboxylic acid | 1416264-19-1

• 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-8-hydroxy-2-methylquinoline-7-carboxylic acid
• CAS: 1416264-19-1
• 化学式: C₁₁H₈FNO₃
• 分子量: 221.188
• InChiKey: NMHWAWXWRAPBSI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  70.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-氨基-4-氟苯酚 在 盐酸 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 水 、 甲苯 为溶剂， 反应 7.0h， 生成 5-fluoro-8-hydroxy-2-methylquinoline-7-carboxylic acid
  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

• 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.