1-[2-(甲基氨基)-5-硝基苯基]乙酮 | 85020-82-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-[2-(甲基氨基)-5-硝基苯基]乙酮
• 英文名称: 2-acetyl-4-nitro-N-methylaniline
• 英文别名: 1-(2-methylamino-5-nitro-phenyl)-ethanone；1-(2-Methylamino-5-nitro-phenyl)-aethanon；1-(2-(Methylamino)-5-nitrophenyl)ethanone；1-[2-(methylamino)-5-nitrophenyl]ethanone
• CAS: 85020-82-2
• 化学式: C₉H₁₀N₂O₃
• 分子量: 194.19
• InChiKey: YKFLNXHRTOOEQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  74.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,2,3-trimethyl-5-nitroindole 在 chromium(VI) oxide 、 溶剂黄146 作用下， 生成 1-[2-(甲基氨基)-5-硝基苯基]乙酮
  参考文献：
  名称：

  The Synthesis of Nitro- and Aminoindoles Analogous to Serotonin

  摘要：

  DOI：

  10.1021/ja01104a029

文献信息

• Nitropyridines 11. *Recyclization of quaternary nitropyridinium salts into substituted nitroanilines
  作者：A. K. Garkushenko、N. V. Poendaev、M. A. Vorontsova、G. P. Sagitullina

  DOI：10.1007/s10593-011-0783-3

  日期：2011.7

  Substituted nitroanilines have been obtained by the recyclization of nitropyridinium quaternary salts under the action of bases.

  取代的硝基苯胺是通过在碱的作用下硝基吡啶鎓季盐的再循环而获得的。
• Reactions of a Triplet Arylnitrenium Ion: Laser Flash Photolysis and Product Studies of N-tert-Butyl(2-acetyl-4-nitrophenyl)nitrenium Ion
  作者：Sanjay Srivastava、Daniel E. Falvey

  DOI：10.1021/ja00146a003

  日期：1995.10

  Photolysis of 1e (N-tert-butyl-5-nitro-3-methylanthranilium ion) (ClO4- or BF4- salt) generates the isomeric tert-butyl(4-nitro-2-acetylphenyl)nitrenium ion (2e). The latter further reacts to form iminium ion 4e and parent amine 5e as stable products. On the basis of triplet sensitization and quenching studies, it is shown that 4e is a product of the singlet state of 2e and 5e is a product of the triplet state of 2e. Laser flash photolysis experiments on 1e give a short-lived (ca. 300 ns) transient spectrum having maxima at 390 and 540 nm which is assigned to the excited triplet state of 1e. It was not possible to directly detect nitrenium ion 2e under these conditions. However, its lifetime and reactivity could be studied through the use of a probe substrate. Triphenylmethane does not affect the decay of triplet 1e. However, its addition causes a new transient species to grow in over much longer time scales than the decay of triplet 1e. The new, longer lived species is identified as the triphenylmethyl radical (Ph(3)C(.)). Its formation is attributed to hydrogen atom abstraction by the triplet state of 2e. Analysis of the growth kinetics for Ph(3)C(.) shows that 2e lives for ca. 2 mu s in CH2Cl2. On the basis of this observation as well as several other mechanistic and kinetic considerations, it is argued that arylnitrenium ion 2e has a triplet ground state.
• WILSHIRE, J. F. K., AUSTRAL. J. CHEM., 1982, 35, N 12, 2497-2504
  作者：WILSHIRE, J. F. K.

  DOI：——

  日期：——
• The Synthesis of Nitro- and Aminoindoles Analogous to Serotonin
  作者：Elliott Shaw、D. W. Woolley

  DOI：10.1021/ja01104a029

  日期：1953.4