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Abstract
Bis(pentane-2,4-dionate)-metal, M(acac) 2, (where M = Zn, Co, Ni and Cu) reacts quickly and in high yield with carbon suboxide, C 3O 2, at the methine position. The reaction produces 1:2 adducts which are insoluble in all organic solvents. The reaction of these adducts with aqueous HCl forms 5-acetyl-2-hydroxy-6-methyl-4-pyrone (AHMP). The above-mentioned metal-acetylacetonates also catalyze the addition of C 3O 2 to free Hacac, but Cr(acac) 3, Fe(acac) 3 and Mn(acac) 3 do not. The relative catalytic efficiency of these pentane-2,4-dionates was determined. A mechanism for these reactions is proposed.
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