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Question #44546
The Question
An unknown aromatic amine (molecular formula \ce{C7H9N}) is dissolved in water to form a solution at . The osmotic pressure of this solution is measured to be (Use ). When is treated with \ce{NaNO2 / HCl} at followed by alkaline -naphthol, an intense orange-red dye is formed.
A student incorrectly assumes that the nitrogen lone pair in is fully localized (ignoring its resonance with the aromatic ring) and assigns it a hypothetical base dissociation constant .
Based on this flawed assumption, what is the student's calculated osmotic pressure (), and what is the true identity of ?
Options
- A.
-toluidine;
- B.
Benzylamine;
- C.
-toluidine;
- D.
-methylaniline;
Check Your Answer
Correct Answer
Step-by-Step Solution
Explanation
How the Examiner Thinks
Exception_Exposure
Learn to identify edge cases and boundary exceptions that JEE examiners hide in math problems.
Concepts Behind This Question
Degree of Dissociation/Association|Basicity-Solvation Competition|Aniline Resonance Pitfalls
Why This Question Is Tricky
Common Mistakes
This problem tests the 'Aniline Resonance Pitfall' by integrating qualitative organic analysis with colligative properties and ionic equilibrium.
Students must first recognize that primary aromatic amines (like p-toluidine) form stable diazonium salts that couple to form dyes, unlike aliphatic isomers (benzylamine) which release N2 gas.
The core trap lies in the mathematical calculation of the flawed osmotic pressure: the hypothetical Kb is large enough that the standard approximation (1-alpha \approx 1) fails.
Quick Facts About This Question
Question Information
| Subject | Chemistry |
| Chapter | Solutions - Class 12 |
| Concept | Degree of Dissociation/Association |
| Difficulty | 8 |
| Cognitive Load | 7 |
| Target Solve Time | 160 sec |
| Access | Free |