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diazodinitrophenol
Sign in to saveDiazodinitrophenol (DDNP) was the first diazo compound produced; it was subsequently used to make dyes and explosives. It forms yellow crystals in pure form; however, the color of impure forms may vary from dark yellow to green to dark brown. It is soluble in acetic acid, acetone, concentrated hydrochloric acid, like most non-polar solvents and is slightly soluble in water.
Chemical data
- Formula
- C6H2N4O5
- Molecular weight
- 210.1 g/mol
- IUPAC name
- 2-diazonio-4,6-dinitrophenolate
- SMILES
- C1=C(C=C(C(=C1[N+]#N)[O-])[N+](=O)[O-])[N+](=O)[O-]
- InChIKey
- IUKSYUOJRHDWRR-UHFFFAOYSA-N
- XLogP
- 2.5
- Polar surface area
- 143 Ų
- H-bond donors
- 0
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Wikidata facts
- Subclass of
- chemical compound
- Has part
- hydrogen
- Mass
- 210.003
Show 4 more facts
- chemical formula
- C₆H₂N₄O₅
- canonical SMILES
- C1=C(C=C(C(=C1[N+](=O)[O-])[O-])[N+]#N)[N+](=O)[O-]
- explosive velocity
- 7100
- Commons category
- Diazodinitrophenol
via Wikidata · CC0
~2 min read
Encyclopedic overview
3 sectionsContents
- History
- Synthesis
- References
Diazodinitrophenol (DDNP) was the first diazo compound produced; it was subsequently used to make dyes and explosives. It forms yellow crystals in pure form; however, the color of impure forms may vary from dark yellow to green to dark brown. It is soluble in acetic acid, acetone, concentrated hydrochloric acid, like most non-polar solvents and is slightly soluble in water.
A solution of cold sodium hydroxide may be used to destroy it. DDNP may be desensitized by immersing it in water, as it does not react in water at normal temperature. It is less sensitive to impact but more powerful than mercury fulminate and almost as powerful as lead azide. The sensitivity of DDNP to friction is much less than that of mercury fulminate and lead azide.
Excerpted from Wikipedia’s “diazodinitrophenol” article, available under the CC BY-SA 4.0 licence.