2-quinolinolate sodium | 5852-89-1

• 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: 2-quinolinolate sodium
• 英文别名: Chinolin-2-ol-Na-Salz；Chinolin-2-ol-Natriumsalz；sodium 2-hydroxyquinolate；Sodium;quinolin-2-olate；sodium;quinolin-2-olate
• CAS: 5852-89-1
• 化学式: C₉H₆NO*Na
• 分子量: 167.143
• InChiKey: CFWNYFKZILUVBD-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.84
• 重原子数：
  12
• 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：
  18.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-quinolinolate sodium 、 (S)-1-(2-pyridinyl)ethyl methanesulfonate 以 四氢呋喃 、 二甲基亚砜 为溶剂， 以60%的产率得到2-quinolinyl (R)-1-(2-pyridinyl)ethyl ether
  参考文献：
  名称：

  Stereospecific Substitution of 1-(2-Pyridinyl)ethyl Methanesulfonate with S- and O-Nucleophiles

  摘要：

  Nucleophilic substitution reactions of (S)- and (R)-1-(2-pyridinyl)ethyl methanesulfonate with S- and O-nucleophiles are described. The reaction of S-nucelophiles, such as aryl- and alkylthiols, and thioacetic acid, gave substituted sulfide and thioacetate with inversion of the configurations. For the reaction of O-nucleophiles, sodium phenoxides gave aryl ethers in good yields stereospecifically, but sodium alkoxide gave complex mixtures including racemic alkyl ether. Reactions with sodium carboxylate afforded the corresponding ester stereospecifically.

  DOI：

  10.3987/com-00-s(i)52

文献信息

• Rodman, Gary S.; Mann, Kent R., Inorganic Chemistry, 1988, vol. 27, # 19, p. 3338 - 3346
  作者：Rodman, Gary S.、Mann, Kent R.

  DOI：——

  日期：——
• Stereospecific Substitution of 1-(2-Pyridinyl)ethyl Methanesulfonate with S- and O-Nucleophiles
  作者：Jun'ichi Uenishi、Masahiro Hamada、Tomoko Takagi、Osamu Yonemitsu

  DOI：10.3987/com-00-s(i)52

  日期：——

  Nucleophilic substitution reactions of (S)- and (R)-1-(2-pyridinyl)ethyl methanesulfonate with S- and O-nucleophiles are described. The reaction of S-nucelophiles, such as aryl- and alkylthiols, and thioacetic acid, gave substituted sulfide and thioacetate with inversion of the configurations. For the reaction of O-nucleophiles, sodium phenoxides gave aryl ethers in good yields stereospecifically, but sodium alkoxide gave complex mixtures including racemic alkyl ether. Reactions with sodium carboxylate afforded the corresponding ester stereospecifically.