Problem

Write the structure of the enolate ion derived from each of the following β-dicarbonyl com...

Write the structure of the enolate ion derived from each of the following β-dicarbonyl compounds. Give the three major resonance contributors of each enolate.

(a) 2-Methyl-1,3-cyclopentanedione O O


(b) 1-Phenyl-1,3-butanedione


Sample Solution (a) First identify the proton that is removed by the base. It is on the carbon between the two carbonyl groups.

The three major resonance contributors of this anion are

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