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Acids, Bases & Salts

Acid Strength and Molecular Structure

The structural factors that determine how readily a molecule releases a proton.

Unit Dimensionless

In depth

Acidity increases with the electronegativity of the atom bearing the hydrogen across a period, and with the size of that atom down a group, because a larger anion delocalises charge better. Electron-withdrawing groups and resonance stabilisation of the conjugate base both increase strength markedly.

Examples in the real world

HI is stronger than HF; trichloroethanoic acid (pKa 0.7) far exceeds ethanoic acid (pKa 4.76).