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The most acidic proton in ethylacetoacetate is the methylene between the two carbonyl groups. The anion resulting from deprotonation of this methylene can be resonance stabilised onto both carbonyls, making it more stable and therefore easier to form. The net effect is the proton is more acidic compared to ethylacetate where only one resonance structure can be drawn.

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12y ago
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Q: Why pka for ethylacetate is 23 whereas that for ethyl acetoacetate is 11?
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