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:
D
Solution:

Removing H₁ puts the negative charge on the -NH₂ nitrogen : structure

Removing H₂ puts the negative charge on the -NHCH₃ nitrogen : structure

In both cases the charge is on nitrogen with no resonance, so compare induction : the methyl group donates electron density and destabilises the second anion. The first conjugate base is more stable, so the N-H proton of the -NH₂ group, H₁, is more acidic.

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

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