dinitromethyl anion radical

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: dinitromethyl anion radical
• 英文别名: dinitromethane radical dianion
• 化学式: CHN₂O₄
• 分子量: 105.03
• InChiKey: OAAIFAPJTAHKPY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  nitromethane anion 、 黑索金 以 水 为溶剂， 生成 dinitromethyl anion radical
  参考文献：
  名称：

  Spin Trapping of Nitrogen Dioxide from Photolysis of Sodium Nitrite, Ammonium Nitrate, Ammonium Dinitramide, and Cyclic Nitramines

  摘要：

  Nitrogen dioxide (NO2.), pruduced I;y photodecomposition (lambda > 200 nm) of polycrystalline sodium nitrite (Na+NO2-), polycrystalline energetic oxidizers, ammonium nitrate (NH4+NO3-), and ammonium dinitramide [NH4+N(NO2)(2)(-)], and the polycrystalline cyclic nitramine cyclotrimethylenetrinitramine (RDX), was studied by electron spin resonance (ESR) spin trapping at room temperature (300 K) and by matrix isolation ESR spectroscopy at 77 K. In spin trapping experiments, the aci anion of nitromethane (CH2=NO2-) was used to spin trap NO2. produced by photodecomposition of these energetic compounds in basic (pH > 13) aqueous solutions at room temperature. The resulting NO2. adduct radical is the dinitromethyl anion radical (DNM(.)) ((NO2)-N---CH=NO2.-) which gives a 10-line ESR spectrum. For equimolar starting concentrations of each compound, the ESR signal;intensities of the DNM(.) spectrum varied according to NaNO2 > NH4N(NO2)(2) > NH4NO3 > RDX. From kinetics of DNM(.) formation, the suggested dominant mechanisms of NO2. formation are NO2- + OH. - NO2. + OH- for compounds NaNO2 and RDX and NO3- --> NO2. + O- for NH4NO3 and NH4N(NO2)(2). Two Other cyclic-nitramines, cyclotetramethylenetetranitramine (HMX) and hexanitrohexaazaisowurtzitane (HNIW), were confirmed to give weak DNM(.) adduct ESR signals. In matrix isolation ESR experiments at 77 K, the rate of formation of NO2. is zero-order for NaNO2 and NH4NO3 but first-order for NH4N(NO2)(2) under the photolysis conditions of this experiment, suggesting that, in the solid phase, NO2. is formed by different mechanisms in the two ammonium salts.

  DOI：

  10.1021/j100076a004

文献信息

• Spin Trapping of Nitrogen Dioxide from Photolysis of Sodium Nitrite, Ammonium Nitrate, Ammonium Dinitramide, and Cyclic Nitramines
  作者：M. D. Pace

  DOI：10.1021/j100076a004

  日期：1994.6

  Nitrogen dioxide (NO2.), pruduced I;y photodecomposition (lambda > 200 nm) of polycrystalline sodium nitrite (Na+NO2-), polycrystalline energetic oxidizers, ammonium nitrate (NH4+NO3-), and ammonium dinitramide [NH4+N(NO2)(2)(-)], and the polycrystalline cyclic nitramine cyclotrimethylenetrinitramine (RDX), was studied by electron spin resonance (ESR) spin trapping at room temperature (300 K) and by matrix isolation ESR spectroscopy at 77 K. In spin trapping experiments, the aci anion of nitromethane (CH2=NO2-) was used to spin trap NO2. produced by photodecomposition of these energetic compounds in basic (pH > 13) aqueous solutions at room temperature. The resulting NO2. adduct radical is the dinitromethyl anion radical (DNM(.)) ((NO2)-N---CH=NO2.-) which gives a 10-line ESR spectrum. For equimolar starting concentrations of each compound, the ESR signal;intensities of the DNM(.) spectrum varied according to NaNO2 > NH4N(NO2)(2) > NH4NO3 > RDX. From kinetics of DNM(.) formation, the suggested dominant mechanisms of NO2. formation are NO2- + OH. - NO2. + OH- for compounds NaNO2 and RDX and NO3- --> NO2. + O- for NH4NO3 and NH4N(NO2)(2). Two Other cyclic-nitramines, cyclotetramethylenetetranitramine (HMX) and hexanitrohexaazaisowurtzitane (HNIW), were confirmed to give weak DNM(.) adduct ESR signals. In matrix isolation ESR experiments at 77 K, the rate of formation of NO2. is zero-order for NaNO2 and NH4NO3 but first-order for NH4N(NO2)(2) under the photolysis conditions of this experiment, suggesting that, in the solid phase, NO2. is formed by different mechanisms in the two ammonium salts.