2-Nitro-thiophen-3-olatetetrabutyl-ammonium; | 128496-64-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-Nitro-thiophen-3-olatetetrabutyl-ammonium
• 英文别名: 2-Nitrothiophen-3-olate;tetrabutylazanium
• CAS: 128496-64-0
• 化学式: C₄H₂NO₃S*C₁₆H₃₆N
• 分子量: 386.599
• InChiKey: CLGKAPPFPWXMFM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.73
• 重原子数：
  26
• 可旋转键数：
  13
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  97.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-硝基噻吩 、 四丁基硫酸氢铵 在 叔丁基过氧化氢 、 potassium tert-butylate 作用下， 生成 2-Nitro-thiophen-3-olatetetrabutyl-ammonium;
  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

• 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.