2-nitro-2'-hydroxy-5'-acetylazobenzene | 93525-19-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 2-nitro-2'-hydroxy-5'-acetylazobenzene
• 英文别名: Ethanone, 1-[4-hydroxy-3-[2-(2-nitrophenyl)diazenyl]phenyl]-；1-[4-hydroxy-3-[(2-nitrophenyl)diazenyl]phenyl]ethanone
• CAS: 93525-19-0
• 化学式: C₁₄H₁₁N₃O₄
• 分子量: 285.259
• InChiKey: KBSXKCYADZCSBH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  108
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-nitro-2'-hydroxy-5'-acetylazobenzene 在 sodium hydroxide 、 sodium dithionite 作用下， 以 乙醇 为溶剂， 生成 2-(2'-hydroxy-5'-acetylphenyl)benzotriazole-N-oxide
  参考文献：
  名称：

  Gas-phase studies on reductive cyclization to a benzotriazole derivative from its precursors by liquid chromatography/thermabeam tandem mass spectrometry

  摘要：

  AbstractLiquid chromatography/Thermabeam mass spectrometry/mass spectrometry was carried out on the starting material, 2‐nitro‐2′hydroxy‐5′‐acetylazobenzene (1) and the intermediate N‐oxide (2) formed by dithionite reduction of the starting material (1). The mass spectra of (1) and the intermediate (2) showed an abundant fragment ion that corresponds to that of 2‐(2′‐hydroxy‐5′‐acetylphenyl)benzotriazole (3). These results show that 3 could be formed from both 1 and 2. The formation of 3 in the gas phase is analogous to the chemical reduction processes of the 2‐nitroazobenzene derivative 1 and the N‐oxide 2 in solution.

  DOI：

  10.1002/oms.1210290504
• 作为产物：
  描述：

  2-硝基苯胺 、 对羟基苯乙酮 在 盐酸 、 sodium hydroxide 、 sodium carbonate 、 sodium nitrite 作用下， 生成 2-nitro-2'-hydroxy-5'-acetylazobenzene
  参考文献：
  名称：

  Gas-phase studies on reductive cyclization to a benzotriazole derivative from its precursors by liquid chromatography/thermabeam tandem mass spectrometry

  摘要：

  AbstractLiquid chromatography/Thermabeam mass spectrometry/mass spectrometry was carried out on the starting material, 2‐nitro‐2′hydroxy‐5′‐acetylazobenzene (1) and the intermediate N‐oxide (2) formed by dithionite reduction of the starting material (1). The mass spectra of (1) and the intermediate (2) showed an abundant fragment ion that corresponds to that of 2‐(2′‐hydroxy‐5′‐acetylphenyl)benzotriazole (3). These results show that 3 could be formed from both 1 and 2. The formation of 3 in the gas phase is analogous to the chemical reduction processes of the 2‐nitroazobenzene derivative 1 and the N‐oxide 2 in solution.

  DOI：

  10.1002/oms.1210290504

文献信息

• Gas-phase studies on reductive cyclization to a benzotriazole derivative from its precursors by liquid chromatography/thermabeam tandem mass spectrometry
  作者：Debasish Kuila、Sunkwei Huang

  DOI：10.1002/oms.1210290504

  日期：1994.5

  AbstractLiquid chromatography/Thermabeam mass spectrometry/mass spectrometry was carried out on the starting material, 2‐nitro‐2′hydroxy‐5′‐acetylazobenzene (1) and the intermediate N‐oxide (2) formed by dithionite reduction of the starting material (1). The mass spectra of (1) and the intermediate (2) showed an abundant fragment ion that corresponds to that of 2‐(2′‐hydroxy‐5′‐acetylphenyl)benzotriazole (3). These results show that 3 could be formed from both 1 and 2. The formation of 3 in the gas phase is analogous to the chemical reduction processes of the 2‐nitroazobenzene derivative 1 and the N‐oxide 2 in solution.