82039-90-5

Basic information

• Product Name: 1H-Imidazol-4-amine,5-nitro-(9CI)
• Synonyms: 1H-Imidazol-4-amine,5-nitro-(9CI);5-amino-4-nitroimidazole
• CAS NO: 82039-90-5
• Molecular Formula: C3H4N4O2
• Molecular Weight: 128.09
• Product Categories: NITRO
• Mol File: 82039-90-5.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Imidazol-4-amine,5-nitro-(9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazol-4-amine,5-nitro-(9CI)(82039-90-5)
• EPA Substance Registry System: 1H-Imidazol-4-amine,5-nitro-(9CI)(82039-90-5)

Safety Data

• Hazardous Substances Data: 82039-90-5(Hazardous Substances Data)

Usage

Common uses

Antimicrobial and antiprotozoal agent; active ingredient in antibiotics and medications for treating parasitic infections

Research applications

Chemical intermediate or reagent

Precautions

Toxic and potentially hazardous to human health and the environment (need to handle with care)

Upstream product

• 82039-89-2 5⁽⁴⁾-Nitroimidazole-4⁽⁵⁾-ethoxycarbonylaminoimidazole 
• 19183-14-3 4,5-dinitro-1H-imidazole 

Relevant articles and documents

N-Trinitroethylamino functionalization of nitroimidazoles: A new strategy for high performance energetic materials

An N-functionalized strategy, including N-amination and N-trinitroethylamination, was utilized for the synthesis of nitroimidazole-based energetic materials, giving rise to a new family of highly insensitive N-aminonitroimidazoles and oxygen-rich N-trinitroethylaminonitroimidazoles with good to excellent properties. These new energetic materials were fully characterized by IR, 1H, and 13C NMR, elemental analysis, and some high performance compounds were further confirmed by 15N NMR (4a, 4d, 6a, 6b, and 6d), as well as single crystal X-ray diffraction (6a and 6b). N-Functionalization of nitroimidazoles not only gives rise to the N-aminonitroimidazoles as impact insensitive and thermally stable materials (IS > 40 J; Td: 144-308 °C), but also provides a series of N-trinitroethylaminoimidazoles, which have favorable densities (1.75-1.84 g cm-3), good detonation properties (P: 27.6-35.9 GPa; vD: 7815-8659 m s-1), and moderate thermal stabilities (136-172 °C). These properties are better than some known energetic compounds, such as TNT (P: 19.5 GPa; vD: 6881 m s-1) and TATB (P: 31.2 GPa; v D: 8114 m s-1), and are comparable to RDX (P: 35.0 GPa; vD: 8762 m s-1). The Royal Society of Chemistry 2013.

SYNTHESIS AND PROPERTIES OF NEW NITROIMIDAZOLES

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