1,2-dinitroguanidine potassium salt

• 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: 1,2-dinitroguanidine potassium salt
• 英文别名: potassium dinitroguanidine；potassium;nitro-(N'-nitrocarbamimidoyl)azanide
• 化学式: CH₂N₅O₄*K
• 分子量: 187.156
• InChiKey: GHFOWAOHJLRPTQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.94
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  二氯甲基醚 、 1,2-dinitroguanidine potassium salt 在 18-冠醚-6 、 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 4.0h， 以75%的产率得到bis[(1,2-dinitroguanidino)methyl] ether
  参考文献：
  名称：

  摘要：

  1,2-Dinitroguanidine is a product of nitroguanidine nitration with nitric acid and its mixtures with sulfuric acid and oleum. It is a diacid (pK(a), 1.11, similar to 11.5) and at the same time a weak base undergoing protonation at the nitrogen of the amino group (pK(BH) + -5.81). The decomposition kinetics of 1,2-dinitro-guanidine was studied by spectrophotometric method both in acid and alkaline media, and the mechanism of the process was assumed. In the media of high acidity (H-o > -8) the 1,2-dinitroguanidine suffers reversible denitration into nitroguanidine. At lower acidity its conjugate acid or molecular form undergoes hydrolysis yielding nitrourea. Monoanion of 1,2-dinitroguanidine in a weak acid or in an alkali is hydrolyzed into N,N'-dinitrourea. The reaction of 1,2-dinitroguanidine with alkali in alcohol provides its salts, with nitrogen-containing bases form both salts and derivatives of 2-nitroguanidine. The treatment of 1,2-dinitroguanidine with haloalkanes results in its N-alkylated products.

  DOI：

  10.1023/a:1026003700547
• 作为产物：
  描述：

  1,2-二硝基胍 在 potassium hydrogencarbonate 作用下， 以 乙醇 、 水 为溶剂， 以95%的产率得到1,2-dinitroguanidine potassium salt
  参考文献：
  名称：

  两种基于 1,2-二硝基胍的杰出炸药：铵-二硝基胍和 1,7-二氨基-1,7-二硝基-2,4,6-三硝基-2,4,6-三氮杂庚烷

  摘要：

  铵-二硝基胍 (ADNQ) 和 1,7-diamino-1,7-dinitrimino-2,4,6-trinitro-2,4,6-triazaheptane (APX) 已以高产率和纯度合成。两种化合物均通过多核 NMR（1H、13C、14N）和振动光谱进行表征。通过单晶X射线衍射阐明了分子结构。ADNQ 在单斜空间群 P21/c 中结晶，晶体密度为 ρ = 1.735 g·cm-3，APX 在正交空间群 Pbnc 中结晶，晶体密度为 ρ = 1.911 g·cm-3。ADNQ 在 197 °C 分解，APX 在 174 °C 分解。两种化合物的冲击 (IS)、摩擦 (FS) 和静电放电 (ESD) 敏感性均通过实验确定。（ADNQ：IS ≥ 10 J，FS ≥ 252 N 和 ESD ≥ 0.4 J，APX：IS ≥ 3 J，FS ≥ 80 N 和 ESD ≥ 0.1 J）。事实证明，APX

  DOI：

  10.1002/zaac.200900560

文献信息

• ——
  作者：A. A. Astrat'yev、D. V. Dashko、L. L. Kuznetsov

  DOI：10.1023/a:1026003700547

  日期：——

  1,2-Dinitroguanidine is a product of nitroguanidine nitration with nitric acid and its mixtures with sulfuric acid and oleum. It is a diacid (pK(a), 1.11, similar to 11.5) and at the same time a weak base undergoing protonation at the nitrogen of the amino group (pK(BH) + -5.81). The decomposition kinetics of 1,2-dinitro-guanidine was studied by spectrophotometric method both in acid and alkaline media, and the mechanism of the process was assumed. In the media of high acidity (H-o > -8) the 1,2-dinitroguanidine suffers reversible denitration into nitroguanidine. At lower acidity its conjugate acid or molecular form undergoes hydrolysis yielding nitrourea. Monoanion of 1,2-dinitroguanidine in a weak acid or in an alkali is hydrolyzed into N,N'-dinitrourea. The reaction of 1,2-dinitroguanidine with alkali in alcohol provides its salts, with nitrogen-containing bases form both salts and derivatives of 2-nitroguanidine. The treatment of 1,2-dinitroguanidine with haloalkanes results in its N-alkylated products.
• Two Outstanding Explosives Based on 1,2-Dinitroguanidine: Ammonium- dinitroguanidine and 1,7-Diamino-1,7-dinitrimino-2,4,6-trinitro-2,4,6-triazaheptane
  作者：Thomas Altenburg、Thomas M. Klapötke、Alexander Penger、Jörg Stierstorfer

  DOI：10.1002/zaac.200900560

  日期：2010.3

  sensitive towards mechanical stimuli (IS ≥ 5J, FS = 160 N). The detonation parameters (EXPLO5 code) were calculated using combined quantum chemical (CBS-4M) methods and a chemical equilibrium calculation based on the steady-state model of detonation: ADNQ (Vdet = 9066 m·s–1, pC–J = 332 kbar, Qv = –5193 kJ·kg–1), APX (Vdet = 9540 m·s–1, pC–J = 395 kbar, Qv = –5935 kJ·kg–1). The experimentally determined detonation

  铵-二硝基胍 (ADNQ) 和 1,7-diamino-1,7-dinitrimino-2,4,6-trinitro-2,4,6-triazaheptane (APX) 已以高产率和纯度合成。两种化合物均通过多核 NMR（1H、13C、14N）和振动光谱进行表征。通过单晶X射线衍射阐明了分子结构。ADNQ 在单斜空间群 P21/c 中结晶，晶体密度为 ρ = 1.735 g·cm-3，APX 在正交空间群 Pbnc 中结晶，晶体密度为 ρ = 1.911 g·cm-3。ADNQ 在 197 °C 分解，APX 在 174 °C 分解。两种化合物的冲击 (IS)、摩擦 (FS) 和静电放电 (ESD) 敏感性均通过实验确定。（ADNQ：IS ≥ 10 J，FS ≥ 252 N 和 ESD ≥ 0.4 J，APX：IS ≥ 3 J，FS ≥ 80 N 和 ESD ≥ 0.1 J）。事实证明，APX