Chemistry Alcohols & Phenols ETEA 2022
PMDC Verified Question 44 of 95
What will be the product when phenol reacts with concentrated \(\text{HNO}_3\)?
A
Picric acid
B
Para-Nitrophenol
C
Ortho-Nitrophenol
D
All of the above
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option A: Picric acid
Concept:

The concentration of the nitrating agent determines the degree of substitution on the highly activated phenol ring.

Formula:

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

Solution:

  • Dilute \(\text{HNO}_3\) yields a mixture of ortho- and para-nitrophenol (mono-substitution).


  • Concentrated \(\text{HNO}_3\) (often with concentrated sulfuric acid) forcefully nitrates all available activated positions (both ortho positions and the para position).


  • This yields 2,4,6-trinitrophenol, commonly known as picric acid.


Why other options are incorrect:

Options B and C are the products formed only when reacting with dilute nitric acid.

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