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Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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![1. For the following proton transfer reaction:
a. Draw the products
b. Provide the pKa of the acid and conjugate acid
c. Determine which side of the equilibrium is favored
The reaction involves cyclopentanol (\[C_5H_9OH\]) and a chloride ion (\[Cl^-\]).
### Explanation:
- **Cyclopentanol (\[C_5H_9OH\])**: This is a cycloalkane with a hydroxyl group attached, making it an alcohol.
- **Chloride ion (\[Cl^-\])**: A negatively charged ion that can accept a proton.
The diagrams show a structural formula for cyclopentanol, with the hydroxyl group indicated by an "H" and "O" bonded to a five-membered carbon ring.
### Tasks:
a. **Draw the products:**
- The reaction is expected to yield water (H₂O) and a cyclopentyl cation if a proton transfer occurs or simply remain unchanged if there isn’t a favorable proton transfer.
b. **Provide the pKa of the acid and conjugate acid:**
- Cyclopentanol has a pKa around 16.
- Hydrochloric acid (conjugate acid of chloride ion) has a pKa of around -7.
c. **Determine which side of the equilibrium is favored:**
- Since the pKa of hydrochloric acid is much lower than that of cyclopentanol, the equilibrium favors the formation of hydrochloric acid, implying the reactants are more stable than the products in this scenario.
This reaction's equilibrium is critically influenced by the pKa values, determining the direction in which the reaction predominantly occurs.](https://content.bartleby.com/qna-images/question/5cd32185-e3a9-442c-b80f-f1be3191880e/6e35a328-1558-4ed0-a184-6deaa3520721/334xgyw_thumbnail.png)
Transcribed Image Text:1. For the following proton transfer reaction:
a. Draw the products
b. Provide the pKa of the acid and conjugate acid
c. Determine which side of the equilibrium is favored
The reaction involves cyclopentanol (\[C_5H_9OH\]) and a chloride ion (\[Cl^-\]).
### Explanation:
- **Cyclopentanol (\[C_5H_9OH\])**: This is a cycloalkane with a hydroxyl group attached, making it an alcohol.
- **Chloride ion (\[Cl^-\])**: A negatively charged ion that can accept a proton.
The diagrams show a structural formula for cyclopentanol, with the hydroxyl group indicated by an "H" and "O" bonded to a five-membered carbon ring.
### Tasks:
a. **Draw the products:**
- The reaction is expected to yield water (H₂O) and a cyclopentyl cation if a proton transfer occurs or simply remain unchanged if there isn’t a favorable proton transfer.
b. **Provide the pKa of the acid and conjugate acid:**
- Cyclopentanol has a pKa around 16.
- Hydrochloric acid (conjugate acid of chloride ion) has a pKa of around -7.
c. **Determine which side of the equilibrium is favored:**
- Since the pKa of hydrochloric acid is much lower than that of cyclopentanol, the equilibrium favors the formation of hydrochloric acid, implying the reactants are more stable than the products in this scenario.
This reaction's equilibrium is critically influenced by the pKa values, determining the direction in which the reaction predominantly occurs.
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