Synthesis, characterization and evaluation of 1,2-bis(2,4,6-trinitrophenyl) hydrazine: A key precursor for the synthesis of high performance energetic materials

1,2-Bis(2,4,6-trinitrophenyl) hydrazine ( 3) is one of the precursors in the synthesis of an important energetic material viz., hexanitrazobenzene. The simple and convenient lab scale synthesis of title compound ( 3) was carried out by the condensation of picryl chloride ( 2) with hydrazine hydrate...

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Bibliographic Details
Published in:Journal of hazardous materials 2009-12, Vol.172 (1), p.276-279
Main Authors: Badgujar, D.M., Talawar, M.B., Harlapur, Sujata F., Asthana, S.N., Mahulikar, P.P.
Format: Article
Language:English
Subjects:
1,2-Bis(2,4,6-trinitrophenyl) hydrazine
Applied sciences
Benzene - chemistry
Chlorides
Chromatography, Thin Layer - methods
Energetic material
Energetic materials
Exact sciences and technology
Explosive Agents - chemical synthesis
Heterocyclic Compounds, 4 or More Rings - chemistry
Hexanitrohydrazobenzene
Hydrates
Hydrazines
Hydrazines - chemistry
Magnetic Resonance Spectroscopy
Materials Testing
Methanol - chemistry
Methyl alcohol
Nitro Compounds - chemistry
Phosphorus Compounds - chemistry
Picrates - chemistry
Picryl Chloride - chemistry
Pollution
Potassium - chemistry
Precursors
Spectra
Spectrophotometry, Infrared - methods
Stilbenes - chemistry
Synthesis
Temperature
Trinitrobenzenes - chemistry
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Summary:1,2-Bis(2,4,6-trinitrophenyl) hydrazine ( 3) is one of the precursors in the synthesis of an important energetic material viz., hexanitrazobenzene. The simple and convenient lab scale synthesis of title compound ( 3) was carried out by the condensation of picryl chloride ( 2) with hydrazine hydrate at 30–50 °C in methanol based on the lines of scanty literature reports. Picryl chloride was synthesized by the reaction of picric acid ( 1) with phosphorous oxychloride based on the lines of reported method. The synthesized compound ( 3) was characterized by IR and 1H NMR spectral data. Some of the energetic properties of the synthesized compound have also been studied. The theoretically computed energetic properties of the title compound ( 3) indicated the superior performance in comparison to tetranitrodibenzo tetraazapentalene (TACOT) and hexanitrostilbene (HNS) in terms of velocity of detonation.
ISSN:0304-3894
1873-3336
DOI:10.1016/j.jhazmat.2009.07.005