Concept:Acid strength of carboxylic acids depends on the stability of the carboxylate ion, which is influenced by electron-donating and electron-withdrawing groups.
Explanation:Carboxylic acids ionise to give
RCOO− and
H+.
A more stable carboxylate ion means a stronger acid.
Electron-withdrawing groups like
Cl show the
−I effect and stabilise the ion, increasing acidity.
Electron-donating alkyl groups show the
+I effect and destabilise the ion, decreasing acidity.
In
Cl3CCOOH, three
Cl atoms make it the strongest acid here.
In
ClCH2COOH, one
Cl atom makes it stronger than acetic acid.
CH3COOH has one methyl group, so its acidity is decreased slightly.
(CH3)2CHCOOH has an isopropyl group, which has a stronger
+I effect than a methyl group.
This destabilises the carboxylate ion the most, making it the weakest acid.
Therefore, the weakest acid is
(CH3)2CHCOOH.
Answer:Option A:
(CH3)2CHCOOH