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Problems and exercisesAcid-Base Properties

1. The least basic

Why is the carbonyl of an acid chloride the least basic among the derivatives (pKa of the conjugate acid ≈ −9)?

2. α-Hydrogens

Why are the α-hydrogens of acetyl chloride (pKa ≈ 16) more acidic than those of methyl acetate (≈ 25)?

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