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:
A
Solution:

Removing H₁ gives the acetylide : structure

Removing H₂ gives the amide anion : structure

Nitrogen is more electronegative than carbon, but the orbital factor dominates : the acetylide lone pair sits in an sp orbital with 50% s-character, held much closer to the nucleus than the sp3 lone pair on nitrogen. The acetylide is more stable, so the terminal alkyne proton H₁ is more acidic.

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

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