Chemistry Alcohols & Phenols UHS 2023
PMDC Verified Question 23 of 95
If phenol is treated with 3 moles of conc. \(\text{HNO}_3\) in the presence of \(\text{H}_2\text{SO}_4\) what will be the product?
A
o-nitro phenol
B
p-nitro phenol
C
o-nitro phenol and p-nitro phenol
D
picric acid
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option D: picric acid
Concept:

The hydroxyl group is powerfully activating. Treatment with a highly concentrated electrophile source will lead to exhaustive substitution at all available activated positions.

Formula:

$$ \text{C}_6\text{H}_5\text{OH} + 3\text{HNO}_3 \xrightarrow{\text{Conc. H}_2\text{SO}_4} \text{C}_6\text{H}_2(\text{NO}_2)_3\text{OH} + 3\text{H}_2\text{O} $$

Solution:

  • Using a full nitrating mixture (concentrated nitric and sulfuric acid) with a 3:1 molar ratio ensures maximum nitration.


  • The nitro groups attach to both ortho positions (2, 6) and the para position (4).


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


Why other options are incorrect:

Options A, B, and C describe the products obtained when using dilute nitric acid at lower temperatures, which yields only mono-substitution.

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