- Styphnic acid
Name = Styphnic acid
ImageFile = Styphnic acid.png
ImageName = Styphnic acid
IUPACName = 2,4,6-trinitrobenzene-1,3-diol
Section1 = Chembox Identifiers
CASNo = 82-71-3
UNNumber = 0219 – "Dry or wetted with < 20% water/alcohol" 0394 – "Wetted with >= 20% water/alcohol"
SMILES = OC1=C( [N+] ( [O-] )=O)C(O)=C
( [N+] ( [O-] )=O)C=C1 [N+] ( [O-] )=O
Section2 = Chembox Properties
Formula = C6H3N3O8
MolarMass = 245.11 g/mol
Density = 1.829 g/cm3
MeltingPt = 180 °C
BoilingPt = dec.
Styphnic acid, or 2,4,6-trinitro-1,3-benzenediol, is a yellow
astringent acidthat 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
resorcinolwith a mixture of nitric and sulfuric acid[ [http://www.roguesci.org/chemlab/energetics/styphnic_acid.html Synthesis of styphnic acid ] ] .
This compound is an example of a trinitro phenol.
picric acid, it is a moderately strong acid, displacing carbon dioxide from solutions of sodium carbonatefor 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 acidand 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.
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