N-trimethylsilyl-O-2,4-dinitrophenylhydroxylamine | 176504-71-5

• 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: N-trimethylsilyl-O-2,4-dinitrophenylhydroxylamine
• 英文别名: 2,4-dinitro-1-(trimethylsilylamino)oxybenzene
• CAS: 176504-71-5
• 化学式: C₉H₁₃N₃O₅Si
• 分子量: 271.305
• InChiKey: DSMIDYZKNRRZRX-UHFFFAOYSA-N

物化性质

• 沸点：
  347.3±42.0 °C(Predicted)
• 密度：
  1.263±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  18.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  107.54
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  N-trimethylsilyl-O-2,4-dinitrophenylhydroxylamine 在 nitronium hexafluorosilicate 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 1.33h， 生成 N-methoxy-2-(2,4-dinitrophenoxy)diazene 1-oxide
  参考文献：
  名称：

  Preparation ofN-nitrohydroxylamines by direct nitration

  摘要：

  The possibilities for stabilization of compounds with the A-B-NO2 fragment, where A is an atom containing a lone electron pair, were examined. It was shown that N-methyl-O-2,4-dinitro- and 2,4,6-trinitrophenylhydroxylamines undergo nitration with nitronium tetrafluoroborate or with a mixture of nitric acid and acetic anhydride to give the corresponding N-nitrohydroxylamines in high yields. N-Nitro-2,4-dinitrohydroxylamine that contains no methyl group at the nitrogen atom is unstable and forms a product of O-alkylation upon reaction with diazomethane.

  DOI：

  10.1007/bf00696728
• 作为产物：
  描述：

  N,N’-二苯基-N-(三甲硅基)脲 、 2,4-二硝基苯基羟胺 以 二氯甲烷 为溶剂， 反应 0.33h， 以100%的产率得到N-trimethylsilyl-O-2,4-dinitrophenylhydroxylamine
  参考文献：
  名称：

  Preparation ofN-nitrohydroxylamines by direct nitration

  摘要：

  The possibilities for stabilization of compounds with the A-B-NO2 fragment, where A is an atom containing a lone electron pair, were examined. It was shown that N-methyl-O-2,4-dinitro- and 2,4,6-trinitrophenylhydroxylamines undergo nitration with nitronium tetrafluoroborate or with a mixture of nitric acid and acetic anhydride to give the corresponding N-nitrohydroxylamines in high yields. N-Nitro-2,4-dinitrohydroxylamine that contains no methyl group at the nitrogen atom is unstable and forms a product of O-alkylation upon reaction with diazomethane.

  DOI：

  10.1007/bf00696728