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Styphnic acid



Styphnic acid
IUPAC name 2,4,6-trinitrobenzene-1,3-diol
Identifiers
CAS number 82-71-3
SMILES OC1=C([N+]([O-])=O)C(O)=C
([N+]([O-])=O)C=C1[N+]([O-])=O
Properties
Molecular formula C6H3N3O8
Molar mass 245.11 g/mol
Density 1.829 g/cm3
Melting point

180 °C

Boiling point

dec.

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Styphnic acid, or 2,4,6-trinitro-1,3-benzenediol, is a yellow astringent acid that forms hexagonal crystals. It is used in the manufacture of dyes, pigments, inks, medicines, and explosives such as lead styphnate. It is itself a sensitive explosive, similar to picric acid.

Preparation and chemistry

It may be prepared by the nitration of resorcinol with a mixture of nitric and sulfuric acid.

This compound is an example of a trinitro phenol.

Like picric acid, it is a moderately strong acid, displacing carbon dioxide from solutions of sodium carbonate for example.

It may be reacted with weakly basic oxides such as those of lead and silver to form the corresponding salts.

The solubility of picric acid and styphnic acid in water is far less than the non nitrated phenol and less than the corresponding mono and di nitro compounds so they may be purified by fractional crystallisation.

References

     
    This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Styphnic_acid". A list of authors is available in Wikipedia.
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