22819-10-9

Basic information

• Product Name: 5,5'-Diamino-3,3'-bis-1,2,4-triazole
• Synonyms: [3,3'-Bi-1H-1,2,4-triazole]-5,5'-diamine;[5-(5-amino-2H-1,2,4-triazol-3-yl)-1H-1,2,4-triazol-3-yl]amine;1H,1'H-[3,3']Bi[[1,2,4]triazolyl]-5,5'-diamine;5-(5-amino-2H-1,2,4-triazol-3-yl)-1H-1,2,4-triazol-3-amine;5-(3-amino-1H-1,2,4-triazol-5-yl)-1H-1,2,4-triazol-3-amine
• CAS NO: 22819-10-9
• Molecular Formula: C₄H₆N₈
• Molecular Weight: 166.147
• Mol File: 22819-10-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: >350 °C
• Boiling Point: 723.0±43.0 °C(Predicted)
• Appearance: /
• Density: 1.870±0.06 g/cm3(Predicted)
• PKA: 8.52±0.40(Predicted)
• CAS DataBase Reference: 5,5'-Diamino-3,3'-bis-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5'-Diamino-3,3'-bis-1,2,4-triazole(22819-10-9)
• EPA Substance Registry System: 5,5'-Diamino-3,3'-bis-1,2,4-triazole(22819-10-9)

Safety Data

• Hazardous Substances Data: 22819-10-9(Hazardous Substances Data)

Upstream product

• 144-62-7 oxalic acid 
• 1937-19-5 1-aminoguanidine hydrochloride 
• 2582-30-1 aminoguanidine bicarbonate 
• 2200-97-7 aminoguanidine hydrogencarbonate 

Downstream Products

• 30003-46-4 3,3'-dinitro-5,5'-bis(1H-1,2,4-triazole) 

Relevant articles and documents

Thermal decomposition and safety assessment of 3,3'-dinitrimino-5,5'-bis(1H-1,2,4-triazole) by DTA and ARC

Thermal decomposition and safety assessment of 3,3'-dinitrimino-5,5'-bis(1H-1,2,4-triazole) (DNABT) were investigated by thermogravimetry–derivative thermogravimetry–differential scanning calorimetry (TG-DTG-DSC), differential thermal analysis (DTA), and accelerating rate calorimetry (ARC). The result of TG-DTG-DSC at a heating rate of 10 °C min-1 indicated that an endothermic decomposition and an exothermic decomposition occurred at 133.98 and 210.86 °C, respectively. The apparent activation energy (Ea) and pre-exponential factor (A) of the exothermic decomposition, and the free energy of activation, activation enthalpy, and activation entropy at initial decomposition temperature (Tp0) were calculated from the DTA curves recorded at the heating rates of 1, 2, 4, 8 °C min-1. The critical temperature of thermal explosion (Tbp0) obtained by Ozawa’s and Kissinger’s methods were calculated as 205.01 and 205.14 °C, respectively. The result of ARC indicated that the self-heating decomposition started at 200.22 °C and ended at 232.66 °C. The self-heating decomposition parameters, including the onset temperature, final temperature, temperature at maximum rate, maximum temperature rate, adiabatic temperature rise, and time to maximum rate were obtained, and these parameters were corrected by thermal inertia factor. The Ea and A under adiabatic condition were also calculated. In addition, the self-accelerating decomposition temperature (TSADT, 50kg) was calculated as 175.37 °C. These results could contribute to improve the safety in the reaction, transportation, and storage processes of DNABT.

Synthesis, characterization and properties of a novel energetic ionic salt: dicarbohydrazide bis[3-(5-nitroimino-1,2,4-triazole)]

Dicarbohydrazide bis[3-(5-nitroimino-1,2,4-triazole)] (DCBNT) was firstly synthesized by ion exchange and salt formation reaction. A combination of single-crystal X-ray diffraction (SXRD), FTIR, 1H NMR, 13C NMR, and elemental analysis was utilized to analyze the structure and composition of DCBNT. DCBNT exhibits a high detonation velocity of 9234.87 m s?1 and a detonation pressure of 31.73 GPa as calculated by EXPLO5 v6.02 program. In addition, the sensitivities (impact sensitivity >40 J, H50 = 90 cm, and friction sensitivity = 216 N) and thermal stability (>230 °C) of DCBNT were investigated. Moreover, we measured the solubility of DCBNT in 12 common solvents by a polythermal method system which demonstrates its poor solubility in common organic solvents and water. These excellent physicochemical properties make DCBNT an environmentally friendly, low-sensitivity and high-energy explosive.

Bis[3-(5-nitroimino-1,2,4-triazolate)]-based energetic salts: Synthesis and promising properties of a new family of high-density insensitive materials

Bis[3-(5-nitroimino-1,2,4-triazolate)]-based energetic salts were synthesized in a simple, straightforward manner. They exhibit low solubility in available solvents, high hydrolytic stability, excellent thermal stability, high density, positive heat of formation, low shock sensitivity, and excellent detonation properties. The physical and energetic properties of some salts are similar and even superior to those of RDX.

High-energy coordination polymers (CPs) exhibiting good catalytic effect on the thermal decomposition of ammonium dinitramide

High-energy coordination polymers (CPs) not only exhibit good energetic performances but also have a good catalytic effect on the thermal decomposition of energetic materials. In this contribution, two high-energy CPs Cu2(DNBT)2(CH3OH)(H2O)3·3H2O (1) and [Cu3(DDT)2(H2O)2]n (2) (H2DNBT = 3,3′-dinitro-5,5′-bis(1H?1,2,4-triazole and H3DDT = 4,5-bis(1H-tetrazol-5-yl)-2H-1,2,3-triazole) were synthesized and structurally characterized. Furthermore, 1 was thermos-dehydrated to produce Cu2(DNBT)2(CH3OH)(H2O)3 (1a). The thermal decomposition kinetics of 1, 1a and 2 were studied by Kissinger's method and Ozawa's method. Thermal analyses and sensitivity tests show that all compounds exhibit high thermal stability and low sensitivity for external stimuli. Meanwhile, all compounds have large positive enthalpy of formation, which are calculated as being (1067.67 ± 2.62)?kJ?mol?1 (1), (1464.12 ± 3.12)?kJ?mol?1 (1a) and (3877.82 ± 2.75)?kJ?mol?1 (2), respectively. The catalytic effects of 1a and 2 on the thermal decomposition of ammonium dinitramide (ADN) were also investigated.

Synthesis, Crystal Structure, and Properties of Energetic Complex Magnesium 5,5′-Dinitramino-3,3′-bi[1,2,4-triazolate] Hexahydrate

Alkaline Earth metal (Mg) energetic complex with 5,5′-dinitramino-3,3′-bi[1,2,4-triazolate] dihydrate (DNABT) has been synthesized and structurally characterized by FTIR spectroscopy, elemental analysis, and single X-ray diffraction. The thermal decomposi

Gemini energetic ionic compound and preparation method thereof

The invention discloses a gemini energetic ionic compound and a preparation method thereof, and belongs to the technical field of energetic material preparation. The preparation method comprises the steps of dispersing 5,5'-dinitro-3,3'-bis(1,2,4-triazole) (DNBT) into deionized water at room temperature, heating the solution to boil, and stirring to react for 30 minutes to obtain a faint yellow clear solution of the system; and adding oxalyl hydrazine into the solution in batches, carrying out reflux reaction for 2 hours at the temperature of 100 DEG C, filtering while the solution is hot, andcooling the filtrate at the temperature of 4 DEG C overnight to obtain faint yellow solid powder. The synthesized ionic compound is publicly reported for the first time, and the synthesis method is simple, stable in property and easy for scale-up preparation.