(carboxyamino)guanidine betaine | 4474-08-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: (carboxyamino)guanidine betaine
• 英文别名: 2-(aminoiminomethyl)hydrazinecarboxylic acid；(Diaminomethylideneamino)carbamic acid
• CAS: 4474-08-2
• 化学式: C₂H₆N₄O₂
• 分子量: 118.095
• InChiKey: RTBCIAQHEUFUHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.6
• 重原子数：
  8
• 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：
  114
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1,2-双(2H-四唑-5-基)肼 、 氨基胍碳酸氢盐 以 水 为溶剂， 反应 0.5h， 以97%的产率得到aminoguanidinium 5,5'-(hydrazine-1,2-diyl)bis[1H-tetrazol-1-ide]
  参考文献：
  名称：

  基于高能5,5'-（肼基-1,2-二基）双[1 H-四唑化物]阴离子的富氮盐

  摘要：

  Abstractmagnified imageThe reaction of 5,5′‐(hydrazine‐1,2‐diyl)bis[1H‐tetrazole] (HBT) with N‐bases yielded a new family of energetic N‐rich salts based on the 5,5′‐(hydrazine‐1,2‐diyl)bis[1H‐tetrazol‐1‐ide] anion with ammonium (see 1), hydrazinium (see 2), guanidinium (see 3), and aminoguanidinium (see 4) cations (5,5′‐(hydrazine‐1,2‐diyl)bis[1H‐tetrazol‐1‐ide]=5,5′‐(hydrazine‐1,2‐diyl)bis[tetrazolate]). All compounds were characterized by analytical and spectroscopic methods, and the crystal structure of 1 was determined by X‐ray analysis (triclinic, P$\bar 1$). (Carboxyamino)guanidine betaine monohydrate (=2‐(aminoiminomethyl)hydrazinecarboxylic acid hydrate (1 : 1); 5) was obtained as a by‐product in the synthesis of 4 and was characterized by X‐ray analysis (monoclinic, P21/c). Differential‐scanning calorimetric (DSC) measurements were used to assess the thermal behavior of the energetic salts 1–4, and bomb calorimetry allowed us to determine the experimental constant‐volume energies of formation $\rm{(\Delta _{\rm{c}} U_{\exp} )}$. In addition, the detonation parameters (pressure and velocity) were calculated from the energies of formation (back‐calculated from $\rm{\Delta _{\rm{c}} U_{\exp} }$) with the EXPLO5 code, and their validity was checked by comparison with the results obtained from theoretical constant‐volume energies of formation $\rm{(\Delta _{\rm{c}} U_{{\rm{pred}}} )}$ obtained by means of quantum‐chemical calculation (MP2) of electronic energies and an approximation of lattice enthalpy. Lastly, the sensitivity to shock, friction, and electrostatic discharge of 1–4 was measured by submitting the compounds to standard tests, and the ICT code was used to predict the products formed upon decomposition of the salts.

  DOI：

  10.1002/hlca.200800386

文献信息

• Nitrogen-Rich Salts Based on the Energetic 5,5′-(Hydrazine-1,2-diyl)bis[1<i>H</i>-tetrazolide] Anion
  作者：Moritz Eberspächer、Thomas M. Klapötke、Carles Miró Sabaté

  DOI：10.1002/hlca.200800386

  日期：2009.5

  Abstractmagnified imageThe reaction of 5,5′‐(hydrazine‐1,2‐diyl)bis[1H‐tetrazole] (HBT) with N‐bases yielded a new family of energetic N‐rich salts based on the 5,5′‐(hydrazine‐1,2‐diyl)bis[1H‐tetrazol‐1‐ide] anion with ammonium (see 1), hydrazinium (see 2), guanidinium (see 3), and aminoguanidinium (see 4) cations (5,5′‐(hydrazine‐1,2‐diyl)bis[1H‐tetrazol‐1‐ide]=5,5′‐(hydrazine‐1,2‐diyl)bis[tetrazolate]). All compounds were characterized by analytical and spectroscopic methods, and the crystal structure of 1 was determined by X‐ray analysis (triclinic, P$\bar 1$). (Carboxyamino)guanidine betaine monohydrate (=2‐(aminoiminomethyl)hydrazinecarboxylic acid hydrate (1 : 1); 5) was obtained as a by‐product in the synthesis of 4 and was characterized by X‐ray analysis (monoclinic, P21/c). Differential‐scanning calorimetric (DSC) measurements were used to assess the thermal behavior of the energetic salts 1–4, and bomb calorimetry allowed us to determine the experimental constant‐volume energies of formation $\rm(\Delta _\rmc}} U_\exp} )}$. In addition, the detonation parameters (pressure and velocity) were calculated from the energies of formation (back‐calculated from $\rm\Delta _\rmc}} U_\exp} }$) with the EXPLO5 code, and their validity was checked by comparison with the results obtained from theoretical constant‐volume energies of formation $\rm(\Delta _\rmc}} U_\rmpred}}} )}$ obtained by means of quantum‐chemical calculation (MP2) of electronic energies and an approximation of lattice enthalpy. Lastly, the sensitivity to shock, friction, and electrostatic discharge of 1–4 was measured by submitting the compounds to standard tests, and the ICT code was used to predict the products formed upon decomposition of the salts.