Draw a stepwise mechanism using arrows to show electron movement and drawing each intermediate formed for the following reaction. OH H3O+

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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**Reaction Mechanism Assignment**

**Task:** Draw a stepwise mechanism using arrows to show electron movement and draw each intermediate formed for the following reaction.

**Reactants and Reagents:**
- Starting Compound: Unsaturated alcohol with the structure containing a double bond and an -OH group.
- Reagent: Acidic Conditions (H₃O⁺)

**Product:**
- Cyclized ether with a five-membered ring.

**Instructions:**

1. **Identify Starting Material:** 
   - The starting alcohol has a double bond adjacent to a hydroxyl group, indicating potential for intramolecular reaction under acidic conditions.

2. **Apply Acidic Conditions:**
   - Protonation of the hydroxyl group to facilitate water leaving, forming a carbocation.

3. **Carbocation Stability:**
   - Consider possible rearrangements for carbocation stability. 

4. **Cyclization:**
   - Intramolecular nucleophilic attack by the double bond on the carbocation leads to ring closure, forming a five-membered ether ring.

5. **Final Product Confirmation:**
   - Ensure the newly formed ether matches the structure shown.

Utilize electron-pushing arrows to clearly depict each step of the mechanism. Consider resonance and intermediate stability throughout the process.
Transcribed Image Text:**Reaction Mechanism Assignment** **Task:** Draw a stepwise mechanism using arrows to show electron movement and draw each intermediate formed for the following reaction. **Reactants and Reagents:** - Starting Compound: Unsaturated alcohol with the structure containing a double bond and an -OH group. - Reagent: Acidic Conditions (H₃O⁺) **Product:** - Cyclized ether with a five-membered ring. **Instructions:** 1. **Identify Starting Material:** - The starting alcohol has a double bond adjacent to a hydroxyl group, indicating potential for intramolecular reaction under acidic conditions. 2. **Apply Acidic Conditions:** - Protonation of the hydroxyl group to facilitate water leaving, forming a carbocation. 3. **Carbocation Stability:** - Consider possible rearrangements for carbocation stability. 4. **Cyclization:** - Intramolecular nucleophilic attack by the double bond on the carbocation leads to ring closure, forming a five-membered ether ring. 5. **Final Product Confirmation:** - Ensure the newly formed ether matches the structure shown. Utilize electron-pushing arrows to clearly depict each step of the mechanism. Consider resonance and intermediate stability throughout the process.
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