Structure via PubChem · Public domain (PubChem)
nitrotriazolone
Sign in to saveAlso known as 3-nitro-1,2,4-triazol-5-one, NTO, 5-nitro-1,2-dihydro-3H-1,2,4-triazol-3-one
Nitrotriazolone (NTO) is a cyclic semicarbazide-derived high explosive first identified in 1905, but not thoroughly researched until the 1980s. NTO is currently being used by the US Army in specialty insensitive munitions.
Chemical data
- Formula
- C2H2N4O3
- Molecular weight
- 130.06 g/mol
- IUPAC name
- 5-nitro-1,2-dihydro-1,2,4-triazol-3-one
- SMILES
- C1(=NC(=O)NN1)[N+](=O)[O-]
- InChIKey
- QJTIRVUEVSKJTK-UHFFFAOYSA-N
- XLogP
- -0.5
- Polar surface area
- 99.3 Ų
- H-bond donors
- 2
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 130.01269
Show 3 more facts
- chemical formula
- C₂H₂N₄O₃
- canonical SMILES
- C1(=NC(=O)NN1)[N+](=O)[O-]
- Commons category
- Nitrotriazolone
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
4 sectionsContents
- Properties
- Preparation
- Toxicity
- References
Nitrotriazolone (NTO) is a cyclic semicarbazide-derived high explosive first identified in 1905, but not thoroughly researched until the 1980s. NTO is currently being used by the US Army in specialty insensitive munitions.
Nitrotriazolone is getting progressively adopted in novel explosive formulations, such as IMX-101, a new, safer alternative to TNT specially devised in 2010 by BAE Systems, where it is combined with 2,4-dinitroanisole (DNAN) and nitroguanidine. As such, NTO is found in the vast majority of IMX formulations. The Picatinny Arsenal has also adopted the implementation of NTO and DNAN in many of their likewise newly developed insensitive explosive mixtures, which share many of the same applications of the IMXs.
Excerpted from Wikipedia’s “nitrotriazolone” article, available under the CC BY-SA 4.0 licence.