Provide a curved arrow mechanism for the following reaction. CH;CH>OH + enantiomer

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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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**Title:** Curved Arrow Mechanism for SN1 Reaction

**Instruction:**
Provide a curved arrow mechanism for the following reaction.

**Reaction Description:**
- **Starting Material:** The starting material is a secondary alkyl chloride, displaying a wedge bond to a chlorine atom. 
- **Reagent:** Ethanol (CH₃CH₂OH) is used as the reagent.
- **Product:** The product is an ether, with the ether oxygen forming a bond at the position where chlorine was initially attached. The product is shown with a solid and wedge line indicating stereochemistry. The notation "+ enantiomer" indicates the formation of a racemic mixture.

**Mechanism Explanation:**
1. **Ionization:** The alkyl chloride undergoes ionization, losing the chloride ion and forming a carbocation.
2. **Nucleophilic Attack:** Ethanol acts as a nucleophile and attacks the carbocation, leading to the formation of the ether.
3. **Stereochemistry:** The result is a racemic mixture of enantiomers due to the planar nature of the carbocation intermediate.

**Additional Information:**
This reaction is a classic example of an SN1 mechanism, where the rate-determining step involves the formation of a carbocation intermediate. The use of ethanol not only acts as a nucleophile but also as a solvent, stabilizing the charged species in the reaction pathway.

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Transcribed Image Text:**Title:** Curved Arrow Mechanism for SN1 Reaction **Instruction:** Provide a curved arrow mechanism for the following reaction. **Reaction Description:** - **Starting Material:** The starting material is a secondary alkyl chloride, displaying a wedge bond to a chlorine atom. - **Reagent:** Ethanol (CH₃CH₂OH) is used as the reagent. - **Product:** The product is an ether, with the ether oxygen forming a bond at the position where chlorine was initially attached. The product is shown with a solid and wedge line indicating stereochemistry. The notation "+ enantiomer" indicates the formation of a racemic mixture. **Mechanism Explanation:** 1. **Ionization:** The alkyl chloride undergoes ionization, losing the chloride ion and forming a carbocation. 2. **Nucleophilic Attack:** Ethanol acts as a nucleophile and attacks the carbocation, leading to the formation of the ether. 3. **Stereochemistry:** The result is a racemic mixture of enantiomers due to the planar nature of the carbocation intermediate. **Additional Information:** This reaction is a classic example of an SN1 mechanism, where the rate-determining step involves the formation of a carbocation intermediate. The use of ethanol not only acts as a nucleophile but also as a solvent, stabilizing the charged species in the reaction pathway. (Note: The platform interface includes an "Upload" button for users to upload their files, presumably related to exercises or responses for further analysis or grading.)
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