N'¹,N'²-dinitrodiazene-1,2-bis(carboximidamide) | 53144-64-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N'¹,N'²-dinitrodiazene-1,2-bis(carboximidamide)
• 英文别名: azobisnitroformamidine；2-nitro-1-[(E)-N'-nitrocarbamimidoyl]iminoguanidine
• CAS: 53144-64-2
• 化学式: C₂H₄N₈O₄
• 分子量: 204.105
• InChiKey: GBKHPYDSDPCLCX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  193
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N'¹,N'²-dinitrodiazene-1,2-bis(carboximidamide) 在 氢氧化钾 作用下， 反应 1.0h， 以85%的产率得到N'¹,N'²-dinitrodiazene-1,2-bis(carboximidamide) dipotassium salt
  参考文献：
  名称：

  2-Nitroguanidine Derivatives: VI. Synthesis and Chemical Properties of Hydrazo- and Azobis(nitroformamidine)

  摘要：

  New methods have been proposed for the synthesis of hydrazobis(nitroforynamidine), and its reactions with electrophilic reagents, formaldehyde and glyoxal, have been studied. Oxidation of hydrazobis(nitroformamidine) with atmospheric oxygen in glacial acetic acid in the presence of a catalytic amount of N2O4 gives crystalline azobis(nitroformamidine). Ionization constants of the oxidation product, determined by potentiometric titration (pK(a)(1) = 3.50, pK(a)(2) = 7.93), indicate considerable increase in the NH acidity as compared to 2-nitroguanidine. Reactions of azobis(nitroformamidine) with P-dicarbonyl compounds lead to formation of 1-diacylmethyl-N'(1),N'(2)-dinitrohydrazine-1,2-dicarboximidamides.

  DOI：

  10.1023/b:rujo.0000045193.49958.c4
• 作为产物：
  描述：

  2,5-dinitrobiguanidine 在 溴 作用下， 以 水 为溶剂， 反应 0.25h， 以89%的产率得到N'¹,N'²-dinitrodiazene-1,2-bis(carboximidamide)
  参考文献：
  名称：

  2-Nitroguanidine Derivatives: VI. Synthesis and Chemical Properties of Hydrazo- and Azobis(nitroformamidine)

  摘要：

  New methods have been proposed for the synthesis of hydrazobis(nitroforynamidine), and its reactions with electrophilic reagents, formaldehyde and glyoxal, have been studied. Oxidation of hydrazobis(nitroformamidine) with atmospheric oxygen in glacial acetic acid in the presence of a catalytic amount of N2O4 gives crystalline azobis(nitroformamidine). Ionization constants of the oxidation product, determined by potentiometric titration (pK(a)(1) = 3.50, pK(a)(2) = 7.93), indicate considerable increase in the NH acidity as compared to 2-nitroguanidine. Reactions of azobis(nitroformamidine) with P-dicarbonyl compounds lead to formation of 1-diacylmethyl-N'(1),N'(2)-dinitrohydrazine-1,2-dicarboximidamides.

  DOI：

  10.1023/b:rujo.0000045193.49958.c4

文献信息

• 2-Nitroguanidine Derivatives: VI. Synthesis and Chemical Properties of Hydrazo- and Azobis(nitroformamidine)
  作者：E. L. Metelkina

  DOI：10.1023/b:rujo.0000045193.49958.c4

  日期：2004.7

  New methods have been proposed for the synthesis of hydrazobis(nitroforynamidine), and its reactions with electrophilic reagents, formaldehyde and glyoxal, have been studied. Oxidation of hydrazobis(nitroformamidine) with atmospheric oxygen in glacial acetic acid in the presence of a catalytic amount of N2O4 gives crystalline azobis(nitroformamidine). Ionization constants of the oxidation product, determined by potentiometric titration (pK(a)(1) = 3.50, pK(a)(2) = 7.93), indicate considerable increase in the NH acidity as compared to 2-nitroguanidine. Reactions of azobis(nitroformamidine) with P-dicarbonyl compounds lead to formation of 1-diacylmethyl-N'(1),N'(2)-dinitrohydrazine-1,2-dicarboximidamides.