Chemistry: The Molecular Science
5th Edition
ISBN:9781285199047
Author:John W. Moore, Conrad L. Stanitski
Publisher:John W. Moore, Conrad L. Stanitski
Chapter10: Fuels, Organic Chemicals, And Polymers
Section: Chapter Questions
Problem 121QRT
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Question
![**Question 9:**
What is favored more in this reversible reaction, the reactants or products? Explain.
**Reaction:**
\[
\text{Benzene-OH} + \text{CH}_3\text{CH}_2\text{O}^- \rightleftharpoons \text{Benzene-O}^- + \text{CH}_3\text{CH}_2\text{OH}
\]
**Explanation:**
This reversible reaction involves two species on the reactant side and two on the product side.
- **Reactants:** Phenol (\(\text{Benzene-OH}\)) and ethoxide ion (\(\text{CH}_3\text{CH}_2\text{O}^-\)).
- **Products:** Phenoxide ion (\(\text{Benzene-O}^-\)) and ethanol (\(\text{CH}_3\text{CH}_2\text{OH}\)).
To determine which side is favored, consider the acidity and stability of the species involved. Phenol is more acidic than ethanol due to the resonance stabilization of the phenoxide ion. The ethoxide ion is a stronger base than the phenoxide ion. Therefore, the reaction favors the formation of phenoxide ion and ethanol, leading to a preference towards the products.
In summary, the equilibrium is shifted towards the products side, favored by the acidity difference between phenol and ethanol, as well as the stability of the resulting ions.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fc418ad4d-0c2f-4711-ab97-c9463c485fa6%2F8074ffaa-ea7e-4424-810d-1105c2d1c885%2Fcvabvtm_processed.jpeg&w=3840&q=75)
Transcribed Image Text:**Question 9:**
What is favored more in this reversible reaction, the reactants or products? Explain.
**Reaction:**
\[
\text{Benzene-OH} + \text{CH}_3\text{CH}_2\text{O}^- \rightleftharpoons \text{Benzene-O}^- + \text{CH}_3\text{CH}_2\text{OH}
\]
**Explanation:**
This reversible reaction involves two species on the reactant side and two on the product side.
- **Reactants:** Phenol (\(\text{Benzene-OH}\)) and ethoxide ion (\(\text{CH}_3\text{CH}_2\text{O}^-\)).
- **Products:** Phenoxide ion (\(\text{Benzene-O}^-\)) and ethanol (\(\text{CH}_3\text{CH}_2\text{OH}\)).
To determine which side is favored, consider the acidity and stability of the species involved. Phenol is more acidic than ethanol due to the resonance stabilization of the phenoxide ion. The ethoxide ion is a stronger base than the phenoxide ion. Therefore, the reaction favors the formation of phenoxide ion and ethanol, leading to a preference towards the products.
In summary, the equilibrium is shifted towards the products side, favored by the acidity difference between phenol and ethanol, as well as the stability of the resulting ions.
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