Chemistry - GOC Question with Solution | TestHub
ChemistryGOCAcid BaseEasy2 minQB
ChemistryEasysingle choice
Among the following two phenols, which is more acidic and why?
(a) 
(b) 
Options:
Answer:
A
Solution:
In (a) the phenoxide can delocalise its charge through the ring onto the oxygens of the coplanar para nitro group - a stable anion. In (b) the nitro group sits between the chlorine and methyl substituents and is twisted out of the ring plane (steric inhibition of resonance), so the canonical forms carrying the charge onto are lost. The anion of (a) is more stable, so (a) is more acidic.
Stream:JEESubject:ChemistryTopic:GOCSubtopic:Acid Base
⏱ 2mℹ️ Source: QB
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