Chemistry Alcohols & Phenols UHS 2024
PMDC Verified Question 2 of 95
Which of the following is correct regarding phenol
A
Phenol and water are equally acidic
B
Phenol is less acidic than water
C
Phenol is less acidic than carboxylic acid
D
Phenol is less acidic than ethanol
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option C: Phenol is less acidic than carboxylic acid
Concept:

Relative acidic strength is based on the resonance stabilization of the conjugate base anion.

Formula:

$$ \text{RCOOH} > \text{Phenol} > \text{Water} > \text{Alcohols} $$

Solution:

  • Carboxylic acids form carboxylate ions where the negative charge is delocalized equally over two highly electronegative oxygen atoms. This makes them relatively strong weak acids.


  • Phenol forms a phenoxide ion, delocalizing charge onto less electronegative carbon atoms in the ring. This makes it less acidic than carboxylic acids, but more acidic than water.


  • Therefore, the true statement is that Phenol is less acidic than carboxylic acid.


Why other options are incorrect:

A and B are false because phenol's resonance stabilization makes it about a million times more acidic than water. D is false because ethanol lacks resonance completely, making it far less acidic than phenol.

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