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AP Chemistry/Unit 8: Acids and Bases
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Resonance Stabilization Of A Conjugate Base
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A student is analyzing the structure of 2,4-pentanedione (CH₃COCH₂COCH₃). Which statement correctly explains the unexpected acidity of the central methylene (CH₂) protons?

A

Hydrogen bonding with solvent increases proton dissociation

B

The central carbon is sp hybridized, increasing bond polarity

C

The methylene group forms a stronger acid-base adduct

D

The conjugate base is stabilized by extensive delocalization

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