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Question #44663
The Question
A equimolar mixture of ethyl ethanoate and diethyl ether is heated with of anhydrous \ce{HI} at in a sealed tube. The reaction proceeds under kinetic control. Assuming no further reaction of the initial cleavage products occurs under these limited \ce{HI} conditions, what is the total combined mass of all halogenated organic products and alcohols present in the final reaction mixture?
(Given molar masses in : , , , )
Options
- A.
25.7 g
- B.
28.0 g
- C.
31.7 g
- D.
35.8 g
Check Your Answer
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
Limiting Reagent Stoichiometry|Ether Cleavage Patterns|Nucleophilic Acyl Substitution
Why This Question Is Tricky
Common Mistakes
This problem tests the understanding of kinetic vs thermodynamic control and leaving group ability in nucleophilic substitution.
Students often fall into the trap of assuming the more basic ether reacts first (yielding 28.0 g), or they calculate stoichiometry simultaneously without identifying the kinetically preferred pathway.
Another trap is assuming acyl-oxygen cleavage (Nucleophilic Acyl Substitution) instead of alkyl-oxygen cleavage for the ester (yielding 31.7 g).
The superior leaving group ability of acetic acid over ethanol dictates that alkyl-oxygen ester cleavage by HI is significantly faster than ether cleavage, requiring sequential stoichiometric analysis.
Quick Facts About This Question
Question Information
| Subject | Chemistry |
| Chapter | Some Basic Concepts of Chemistry - Class 11 Part 1 |
| Concept | Limiting Reagent Stoichiometry |
| Difficulty | 8 |
| Cognitive Load | 7 |
| Target Solve Time | 160 sec |
| Access | Free |