Chemistry - GOC Question with Solution | TestHub

ChemistryGOCAcid BaseMedium2 minQB
ChemistryMediumsingle choice

Compare the two protons H₁ and H₂ shown in the following compound and identify which proton is more acidic.

structure

Options:

Answer:
B
Solution:

Removing H₁ gives the phenoxide : structure

Removing H₂ gives the carboxylate : structure

Both charges are on oxygen, so compare resonance quality : the carboxylate shares the charge equally over two oxygens, while the phenoxide pushes the charge onto ring carbons, which are less electronegative. The carboxylate is more stable, so the carboxylic O-H proton H₂ is more acidic.

Stream:JEESubject:ChemistryTopic:GOCSubtopic:Acid Base
⏱ 2mℹ️ Source: QB

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