1-Azido-4-nitro-2-(trifluoromethyl)benzene | 1440512-30-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-Azido-4-nitro-2-(trifluoromethyl)benzene
• 英文别名: 1-azido-4-nitro-2-(trifluoromethyl)benzene
• CAS: 1440512-30-0
• 化学式: C₇H₃F₃N₄O₂
• 分子量: 232.122
• InChiKey: WZLSHTQKMGRTPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  60.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  1-Azido-4-nitro-2-(trifluoromethyl)benzene 在 3-苄基羟乙基甲基噻唑氯化锂 、 叔丁醇 、 sodium t-butanolate 作用下， 以 四氢呋喃 为溶剂， 反应 12.08h， 以84%的产率得到2-氨基-5-硝基三氟甲苯
  参考文献：
  名称：

  Catalytic Reduction of ortho- and para-Azidonitrobenzenes via tert-Butoxide Ion Mediated Electron Transfer

  摘要：

  The reduction of a range of substituted azidonitrobenzene derivatives to the corresponding aniline is described. The chemoselective reaction proceeds cleanly and in good yield, generating minimal waste products. The process involves a thiazolium salt derived species which is proposed as a radical anion relay, with tert-butoxide as the stoichiometric reductant.

  DOI：

  10.1055/s-0032-1318216

文献信息

• Synthesis of trifluoromethyl-substituted N-aryl-poly-1,2,3-triazole derivatives
  作者：A. Sudheer Kumar、Nagarjuna Kommu、Vikas D. Ghule、Akhila K. Sahoo

  DOI：10.1039/c3ta15184k

  日期：——

  spectroscopic methods; the solid state structures of some of the compounds are confirmed by X-ray diffraction techniques. The synthesized materials decompose in the range of 195–308 °C. Most of the –CF3 and –NO2 groups-bearing aryl triazoles exhibit good densities and acceptable detonation characteristics. Some of the fluorine containing polytriazole-bearing compounds showed positive heats of formation.

  报道了–CF 3和–NO 2取代的N-芳基-聚三唑衍生物的合成，表征和物理性质。这些分子是通过在–CF 3取代的芳基叠氮化物和炔烃之间进行可靠的Cu催化的[3 + 2]环加成而制备的，随后是硝化序列，以及由1,2,3引起的卤素基团的碱基促进的亲核取代-三唑。该化合物通过分析和光谱学方法表征。X射线衍射技术证实了某些化合物的固态结构。合成材料在195–308°C的范围内分解。大部分–CF 3和–NO 2带有基团的芳基三唑显示出良好的密度和可接受的爆炸特性。一些含氟聚三唑的化合物显示出正的形成热。
• Catalytic Reduction of ortho- and para-Azidonitrobenzenes via tert-Butoxide Ion Mediated Electron Transfer
  作者：John Moses、James Burnley、Giorgio Carbone

  DOI：10.1055/s-0032-1318216

  日期：——

  The reduction of a range of substituted azidonitrobenzene derivatives to the corresponding aniline is described. The chemoselective reaction proceeds cleanly and in good yield, generating minimal waste products. The process involves a thiazolium salt derived species which is proposed as a radical anion relay, with tert-butoxide as the stoichiometric reductant.