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:
C
Solution:

Removing H₁ gives the alkoxide next to the CF₂ group : structure

Removing H₂ gives the alkoxide next to the two methyl groups : structure

Both charges are on oxygen with no resonance, so compare induction : the two fluorine atoms withdraw electron density and stabilise the nearby negative charge, while the two methyl groups donate electron density and destabilise it. The first alkoxide is more stable, so H₁ is more acidic.

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

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