N-苯甲酰氧基-2-硝基苯胺 | 127526-86-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-苯甲酰氧基-2-硝基苯胺
• 英文名称: N-benzoyloxy-2-nitrobenzenamine
• 英文别名: N-benzyloxy-2-nitrobenzenamine；(2-Nitroanilino) benzoate
• CAS: 127526-86-7
• 化学式: C₁₃H₁₀N₂O₄
• 分子量: 258.233
• InChiKey: ZKBOXUSMRXPJKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  84.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-苯甲酰氧基-2-硝基苯胺 在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 以95%的产率得到苯甲酸
  参考文献：
  名称：

  摘要：

  A major pathway when N-benzoyloxy-2-nitrobenzenamine (1b) reacts with sodium methoxide is attack on carbonyl and production of methyl benzoate. In a competing pathway, proton abstraction is followed by loss of benzoate and formation of 2,1,3-benzoxadiazole N-oxide (4). With the more bulky t-butoxide base, only the latter pathway is followed, though the heterocyclic product undergoes subsequent destruction. Both the detection in the visible spectrum of a red transient intermediate, and a lack of an electron spin resonance spectrum, indicate it to be the anion (2b). The rates of the reactions of potassium t-butoxide with (1b) and N-benzoyloxy-4-nitrobenzenamine (7) are very similar, which rules out the possibility that the ortho-nitro group in (1b) provides neighbouring group assistance for loss of benzoate ion from the anion (2b).Rate measurements show that the loss of benzoate from (2b) is 39 times slower than chloride loss from the analogous anion (2a).

  DOI：

  10.1071/ch01110
• 作为产物：
  描述：

  1,2-二硝基苯 在 sodium ascorbate 作用下， 以 吡啶 、 苯 为溶剂， 反应 0.5h， 生成 N-苯甲酰氧基-2-硝基苯胺
  参考文献：
  名称：

  Bryant, Ian R.; Dyall, Leonard K., Australian Journal of Chemistry, 1989, vol. 42, # 12, p. 2275 - 2288

  摘要：

  DOI：

文献信息

• Bryant, Ian R.; Dyall, Leonard K., Australian Journal of Chemistry, 1989, vol. 42, # 12, p. 2275 - 2288
  作者：Bryant, Ian R.、Dyall, Leonard K.

  DOI：——

  日期：——
• ——
  作者：Leonard K. Dyall

  DOI：10.1071/ch01110

  日期：——

  A major pathway when N-benzoyloxy-2-nitrobenzenamine (1b) reacts with sodium methoxide is attack on carbonyl and production of methyl benzoate. In a competing pathway, proton abstraction is followed by loss of benzoate and formation of 2,1,3-benzoxadiazole N-oxide (4). With the more bulky t-butoxide base, only the latter pathway is followed, though the heterocyclic product undergoes subsequent destruction. Both the detection in the visible spectrum of a red transient intermediate, and a lack of an electron spin resonance spectrum, indicate it to be the anion (2b). The rates of the reactions of potassium t-butoxide with (1b) and N-benzoyloxy-4-nitrobenzenamine (7) are very similar, which rules out the possibility that the ortho-nitro group in (1b) provides neighbouring group assistance for loss of benzoate ion from the anion (2b).Rate measurements show that the loss of benzoate from (2b) is 39 times slower than chloride loss from the analogous anion (2a).