2) Explain why 2,4-pentanedione is more acidic (pKa 9) than Diethyl malonate (pKa 13). 3) Explain why 2,4-heptanedione is more acidic (pKa 9) than 2,6-heptanedione (pKa 20)
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Carbonyl groups are more electron-withdrawing than ester groups due to the higher electronegativity of the oxygen atom in the carbonyl group. This electron-withdrawing effect stabilizes the conjugate base formed after the loss of a proton, making the molecule more Show more…
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2) Explain why 2,4-pentanedione is more acidic (pKa 9) than Diethyl malonate (pKa 13) 3) Explain why 2,4-heptanedione is more acidic (pKa 15) than 2,6-heptanedione (pKa 20)
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