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Carboxylic Acids as Weak Acids

Carboxylic acids are weak acids: they only partially dissociate in water, releasing a small proportion of their H+ ions. For ethanoic acid:
CH3COOH ⇌ CH3COO− + H+
The position of equilibrium lies well to the left, so most molecules stay undissociated. The anion formed is a carboxylate ion; CH3COO− is the ethanoate ion.The strength of a weak acid is measured by its acid dissociation constant:
Ka = [CH3COO−][H+] ÷ [CH3COOH]
Carboxylic acids are much weaker than strong acids such as HCl, but they are still acidic enough to react with metals, bases and carbonates to form salts (named -oates, e.g. sodium ethanoate).Worked example: find the pH of 0.100 mol dm−3 ethanoic acid, Ka = 1.74 × 10−5 mol dm−3. Assume [H+] = [CH3COO−] and that the acid concentration hardly changes, so
[H+] = √(Ka × [HA]) = √(1.74 × 10−5 × 0.100) = 1.32 × 10−3 mol dm−3
pH = −log(1.32 × 10−3) = 2.88. A strong acid of the same concentration would have pH 1.00, which shows how little the carboxylic acid dissociates.

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