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Acid Strength Carboxylic Vs Alcohol

Easychemistry

Carboxylic acids are stronger acids than alcohols because:

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About This Question

Subject
chemistry
Chapter
basic organic principles
Topic
acid strength carboxylic vs alcohol
Difficulty
Easy
Year
2025
Tags
aciditycarboxylate resonance

Solution

Correct Answer:

Their conjugate base is resonance stabilized

  1. Acid Behavior: . Stability of (conjugate base) determines acid strength.
  2. Carboxylic Acid: When it loses a proton, the carboxylate ion () is formed.
  3. Resonance: In carboxylate, the negative charge is delocalized over two highly electronegative oxygen atoms (). These are equivalent structures, providing immense stabilization.
  4. Alcohol: When it loses a proton, the alkoxide ion () is formed. The charge is localized on a single oxygen atom and is actually destablized by the effect of the alkyl group.
  5. Conclusion: Greater stability of carboxylate makes carboxylic acids much stronger acids.

This easy difficulty chemistry question is from the chapter basic organic principles, covering the topic of acid strength carboxylic vs alcohol. It appeared in the 2025 exam.

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