·
Linear Formula C6(CO2H)6
·
Molecular Weight 342.17
·
Beilstein Registry
Number 2228443
Mellitic acid, also called graphitic
acid or benzenehexacarboxylic acid, is
an acid first discovered in 1799 by M.
H. Klaproth in
the mineral mellite (honeystone), which is the aluminium salt of the acid.
Detailed
description
Reactions[edit]
Mellitic acid
crystallizes in fine silky needles and is soluble in water and alcohol. It is a very
stable compound; chlorine, concentrated nitric acid and hydriodic acid do not react with
it. It is decomposed, on dry distillation, into carbon dioxide and pyromellitic acid, C10H6O8; when distilled with lime it gives carbon
dioxide and benzene. Long digestion of
the acid with an excess of phosphorus
pentachloride forms the acid chloride,
which crystallizes in needles, and melts at 190 °C. By heating the
ammonium salt of the acid to 150–160 °C while ammonia is evolved, a
mixture of paramide (mellimide, molecular formula C
6(CONHCO)
3), and ammonium euchroate is obtained. The mixture may be separated by dissolving out the ammonium euchroate with water. Paramide is a white amorphous powder, insoluble in water and alcohol.
6(CONHCO)
3), and ammonium euchroate is obtained. The mixture may be separated by dissolving out the ammonium euchroate with water. Paramide is a white amorphous powder, insoluble in water and alcohol.
The high stability of mellitic acid salts and their
presence as an endproduct of the oxidation of polycyclic aromatic
hydrocarbons, which are present in the solar system, make them a
possible organic substance in Martian soil.[6]
Mellitates (and salts of other benzene polycarboxylic acids)
of iron and cobalt have interesting
magnetic properties.
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