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3. A. Provide the major organic product of the reaction below and a detailed, stepwise mechanism which accounts for its formation. CH,OH 'CH2CH3

3. A. Provide the major organic product of the reaction below and a detailed, stepwise mechanism which accounts for its formation. CH,OH 'CH2CH3

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
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**3. A. Provide the major organic product of the reaction below and a detailed, stepwise mechanism which accounts for its formation.** **Reaction Scheme:** - **Reactants:** - A cyclohexane ring with an iodine (I) atom attached and a side chain of CH₂CH₃ (ethyl group). - **Reagents:** - Methanol (CH₃OH). - The reaction is conducted under heating conditions (indicated by the delta symbol, Δ). **Graph/Diagram Explanation:** - The starting material is a cyclohexane derivative with two substituents: - An iodine atom is attached to one carbon. - An ethyl group (CH₂CH₃) is attached to another carbon on the ring. - The reagent, methanol (CH₃OH), is used in the presence of heat to facilitate the reaction. **Stepwise Mechanism:** 1. **Formation of a Carbocation:** - The iodine leaving group departs, forming a carbocation intermediate on the cyclohexane ring. 2. **Nucleophilic Attack:** - Methanol, acting as a nucleophile, attacks the carbocation, forming an intermediate oxonium ion. 3. **Deprotonation:** - A deprotonation step follows where a base in the solution (such as another methanol molecule) removes a proton from the oxonium ion, resulting in the formation of the ether product. This mechanism involves substitution, where the iodine is replaced by a methoxy group (OCH₃), leading to the formation of an ether as the major organic product.
Transcribed Image Text:**3. A. Provide the major organic product of the reaction below and a detailed, stepwise mechanism which accounts for its formation.** **Reaction Scheme:** - **Reactants:** - A cyclohexane ring with an iodine (I) atom attached and a side chain of CH₂CH₃ (ethyl group). - **Reagents:** - Methanol (CH₃OH). - The reaction is conducted under heating conditions (indicated by the delta symbol, Δ). **Graph/Diagram Explanation:** - The starting material is a cyclohexane derivative with two substituents: - An iodine atom is attached to one carbon. - An ethyl group (CH₂CH₃) is attached to another carbon on the ring. - The reagent, methanol (CH₃OH), is used in the presence of heat to facilitate the reaction. **Stepwise Mechanism:** 1. **Formation of a Carbocation:** - The iodine leaving group departs, forming a carbocation intermediate on the cyclohexane ring. 2. **Nucleophilic Attack:** - Methanol, acting as a nucleophile, attacks the carbocation, forming an intermediate oxonium ion. 3. **Deprotonation:** - A deprotonation step follows where a base in the solution (such as another methanol molecule) removes a proton from the oxonium ion, resulting in the formation of the ether product. This mechanism involves substitution, where the iodine is replaced by a methoxy group (OCH₃), leading to the formation of an ether as the major organic product.
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