Chemistry Alcohols & Phenols MDCAT 2017
PMDC Verified Question 78 of 95
At 25°C with phenol, 2,4-Dinitrophenol is formed by the reaction of:
A
\((\text{HNO}_3+\text{H}_2\text{SO}_4)\) with benzene
B
\(\text{NaOH}\) with Benzene sulphonic acid
C
\((\text{HNO}_3+\text{H}_2\text{SO}_4)\) with phenol
D
Sodium phenoxide with HCl
Tap any option to test your recall and reveal the step-by-step Propolis autopsy.

Propolis Cognitive Error Autopsy

Official Correct Choice:
Option C: \((\text{HNO}_3+\text{H}_2\text{SO}_4)\) with phenol
Concept:

Phenol is a highly activated ring. Nitration conditions dictate the extent of substitution. While dilute \(\text{HNO}_3\) gives mono-nitration and concentrated gives tri-nitration (picric acid), intermediate conditions/mixed acids at specific temperatures can yield di-nitration products.

Formula:

$$ \text{Phenol} + \text{HNO}_3/\text{H}_2\text{SO}_4 \longrightarrow \text{2,4-Dinitrophenol} $$

Solution:

  • To attach nitro groups to the phenol ring, a nitrating mixture containing \(\text{HNO}_3\) is required.


  • Therefore, the reaction of phenol with a nitrating mixture \((\text{HNO}_3+\text{H}_2\text{SO}_4)\) leads to nitration at the ortho and para positions.


Why other options are incorrect:

Option A yields nitrobenzene or dinitrobenzene, not a phenol derivative. Option B yields phenol (Dow process variant). Option D yields pure phenol without nitro groups.

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