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Phenols

Easychemistry

Phenol is more acidic than ethanol because:

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About This Question

Subject
chemistry
Chapter
organic compounds containing oxygen
Topic
phenols
Difficulty
Easy
Year
2025
Tags
PhenolAcidityResonance Stabilization

Solution

Correct Answer:

Phenoxide ion is stabilized by resonance

The relative acidity is determined by the stability of the conjugate base formed after losing a proton.

  • Phenol () forms the Phenoxide ion (). The negative charge on oxygen is delocalized over the ortho and para positions of the benzene ring through resonance.
  • Ethanol () forms the Ethoxide ion (). There is no resonance to stabilize the negative charge; in fact, the effect of the ethyl group destabilizes it further.
  • Consequently, phenol (pKa ) is significantly more acidic than ethanol (pKa ).

This easy difficulty chemistry question is from the chapter organic compounds containing oxygen, covering the topic of phenols. It appeared in the 2025 exam.

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