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Question #44453
The Question
The Finkelstein reaction of 1-chlorobutane () with typically proceeds to completion in acetone due to the precipitation of . However, when performed in anhydrous ethanol at , exhibits partial solubility, establishing a thermodynamic equilibrium.
For the homogeneous exchange reaction: The second-order rate constants are and .
The pure solubilities of and in anhydrous ethanol at are and , respectively.
If 1-chlorobutane is reacted with a large excess of solid in ethanol such that both solid and solid are present at equilibrium, what is the equilibrium ratio of to in the solution?
Options
- A.
100
- B.
2
- C.
2500
- D.
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Correct Answer
Step-by-Step Solution
Explanation
How the Examiner Thinks
Numerical_Precision
Improve calculation stamina and avoid rounding errors in high-stakes competitive examinations.
Concepts Behind This Question
Solvent Effects on Reactivity|Finkelstein and Swarts Exchange|Homogeneous vs. Heterogeneous Equilibrium
Why This Question Is Tricky
Common Mistakes
The problem tests the 'Precipitation-Driven Thermodynamics' exception.
Students rote-memorize that the Finkelstein reaction is irreversible due to Le Chatelier's principle (precipitation of NaCl).
By changing the solvent to ethanol, NaCl becomes partially soluble, converting a 'completion' reaction into a simultaneous equilibrium problem.
The hidden trap is recognizing that the ratio of nucleophile to leaving group in solution is dictated by the ratio of their Ksp values (which requires squaring the pure solubilities), which must then be multiplied by the kinetic equilibrium constant (kf/kb) to find the final product distribution.
Quick Facts About This Question
Question Information
| Subject | Chemistry |
| Chapter | Organic Chemistry – Some Basic Principles and Techniques - Class 11 Part 2 |
| Concept | Solvent Effects on Reactivity |
| Difficulty | 8 |
| Cognitive Load | 7 |
| Target Solve Time | 160 sec |
| Access | Free |