Chemistry Carboxylic Acids SZABMU 2022
PMDC Verified Question 44 of 94
Select the correct order of relative acidic strength of phenol, alcohol, water and carboxylic acid:
A
Carboxylic acid > water > phenol > alcohol
B
Carboxylic acid > phenol > water > alcohol
C
Carboxylic acid > alcohol > phenol > water
D
Carboxylic acid > water > alcohol > phenol
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option B: Carboxylic acid > phenol > water > alcohol
Concept:

Acidic strength is dictated by the stability of the conjugate base. Greater resonance or lack of destabilizing electron-donating groups leads to higher acidity.

Solution:

  • Carboxylic Acids: Extremely stable carboxylate ion via identical resonance structures. (Strongest)


  • Phenol: Phenoxide ion stabilized by resonance into the aromatic ring, but less stable than carboxylate.


  • Water: Forms hydroxide ion. No resonance, but no destabilizing alkyl groups either.


  • Alcohol: Forms alkoxide ion. The alkyl group pushes electrons (\( +I \) effect) onto the already negative oxygen, heavily destabilizing it. (Weakest)


Why other options are incorrect:

Option B is the only chemically accurate sequence recognizing water as a stronger acid than unsubstituted aliphatic alcohols.

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