Chemistry Alcohols & Phenols SZABMU 2024
PMDC Verified Question 4 of 95
Which product is formed by the reaction of phenol with concentrated nitric acid?
A
Adipic acid
B
Picric acid
C
m-Nitrophenol
D
p-Nitrophenol
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option B: Picric acid
Concept:

The hydroxyl group on the benzene ring is powerfully activating, allowing multiple electrophilic substitutions to occur rapidly without a strong Lewis acid catalyst.

Formula:

$$ \text{C}_6\text{H}_5\text{OH} + 3\text{HNO}_3\text{(conc.)} \longrightarrow \text{C}_6\text{H}_2(\text{NO}_2)_3\text{OH} + 3\text{H}_2\text{O} $$

Solution:

  • Using concentrated nitric acid pushes the nitration to its limit.


  • Nitro groups attach to all sterically and electronically favored positions: ortho, para, and the other ortho position.


  • The resulting compound is 2,4,6-trinitrophenol, commonly known as picric acid.


Why other options are incorrect:

Options C and D are mono-substituted products, which form only when using highly diluted, cold nitric acid. Adipic acid is an aliphatic dicarboxylic acid used in nylon synthesis, completely unrelated to this reaction.

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