2,3,4-Pentanetrione
chemical compound
2,3,4-Pentanetrione (or IUPAC name pentane-2,3,4-trione, triketopentane or dimethyl triketone) is the simplest linear triketone, a ketone with three C=O groups. It is an organic molecule with formula CH3COCOCOCH3.
Production
2,3,4-Pentanetrione can be made by oxidizing 2,4-pentanedione with selenium dioxide.
Ludwig Wolff made the 2,3 oxime by reacting hydroxylamine with isonitrosoacetylacetone in cold, aqueous, concentrated solution.
Yet other ways to make triones start from a β-dione, and oxidise the carbon at the α position, between the two ketone groups. Different methods include reaction with bromine to make a dibromide, and then reacting with acetaldehyde and hydrolysing. Nitrogen oxides can also be used. Another way is by reacting 2,4-pentandedione with p-nitroso-N,N-dimethylaniline; forming an α-diazo-β-dicarbonyl derivative compound, and then reacting that with triphenylphosphine, and then hydrolyzing with sodium nitrite solution. Or the α-diazo-β-dicarbonyl derivative can be treated with tert-butylhypochlorite.
Properties
2,3,4-Pentanetrione appears as an orangy-red oil.
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