Chemistry Carboxylic Acids MDCAT 2011
PMDC Verified Question 92 of 94
Relative acidic strength of alcohol, phenol, water and carboxylic acids is:
A
Carboxylic acid > Alcohol > Phenol > Water
B
Carboxylic acid > Phenol > Water > Alcohol
C
Phenol > Carboxylic acid > Alcohol > Water
D
Water > Phenol > Alcohol > Carboxylic acid
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:

The acidic strength of a compound depends directly on the stability of its conjugate base.

Formula:

$$ \text{HA} \rightleftharpoons \text{H}^+ + \text{A}^- $$

Solution:

  • Carboxylic acids form highly stable carboxylate ions due to resonance across two electronegative oxygen atoms (Strongest).


  • Phenols form phenoxide ions stabilized by resonance in the benzene ring, but less stable than carboxylate.


  • Water forms hydroxide (\(\text{OH}^-\)), which is stable but lacks resonance stabilization.


  • Alcohols form alkoxide ions where the alkyl group exhibits an electron-donating (+I) effect, intensifying the negative charge and making it the least stable conjugate base (Weakest acid).


Why other options are incorrect:

Only Option B correctly orders the resonance stability and +I effects governing the respective conjugate bases.

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