67880-17-5

Basic information

• Product Name: 1,2-Hydrazinedicarboxylic acid diazide
• Synonyms: 1,2-Hydrazinedicarboxylic acid diazide
• CAS NO: 67880-17-5
• Molecular Formula: C₂H₂N₈O₂
• Molecular Weight: 170.12
• Mol File: 67880-17-5.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 299.69°C (rough estimate)
• Appearance: /
• Refractive Index: 1.6910 (estimate)
• CAS DataBase Reference: 1,2-Hydrazinedicarboxylic acid diazide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Hydrazinedicarboxylic acid diazide(67880-17-5)
• EPA Substance Registry System: 1,2-Hydrazinedicarboxylic acid diazide(67880-17-5)

Safety Data

• Hazardous Substances Data: 67880-17-5(Hazardous Substances Data)

Usage

Type of compound

Diazide derivative of 1,2-hydrazinedicarboxylic acid

Physical state

Crystalline solid

Sensitivity

Highly sensitive and explosive

Application

Important compound in the field of propellants and explosives

Reactivity

Highly reactive due to the diazide group

Decomposition

Can decompose violently when subjected to heat, shock, or friction

Usage

Used in manufacturing high-energy density materials and as a potential building block for new energetic compounds

Safety precautions

Requires careful handling and storage to prevent accidents

Upstream product

• 497-18-7 carbonodihydrazide 
• 1617-13-6 N,N'-bis(hydrazocarbonyl) hydrazide 

Downstream Products

• 5311-96-6 diethyl hydrazinedicarboxylate 
• 2937-77-1 1-phenylcarbamoyl-4-phenyl semicarbazide 
• 916329-38-9 hydrogen azide 
• 302-01-2 hydrazine 

Relevant articles and documents

Synthesis, Characterization and Energetic Performance of Oxalyl Diazide, Carbamoyl Azide, and N,N’-Bis(azidocarbonyl)hydrazine

As pure compounds, small carbonyl azides enjoy a bad reputation, due to the high explosive sensitivity and instability they demonstrate. Consequently, most reported examples have only been poorly characterized. The compounds oxalyl diazide (1), carbamoyl azide (2), as well as N,N’-bis(azidocarbonyl)hydrazine (3) were obtained by performing a diazotation reaction on the corresponding hydrazo precursor. Carbamoyl azide (2) could also be obtained from oxalyl diazide via Curtius rearrangement to the reactive isocyanate, followed by reaction with water. Further, different trapping reactions of the isocyanate with hydroxyl (methanol, oxetan-3-ol) and amino (2-amino-5H-tetrazole) functions are described. All products were extensively analyzed using IR, EA, DTA and multinuclear NMR spectroscopy, and the crystal structures elucidated using single crystal X-ray diffraction. In addition, the sensitivities toward friction and impact were determined and the energetic performances of the carbonyl azides were calculated using the EXPLO5 code.