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3. Give the mechanism (using curved-arrow notation) to account for the following reaction. CH₂OH H* OCH₂

3. Give the mechanism (using curved-arrow notation) to account for the following reaction. CH₂OH H* OCH₂

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
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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**Reaction Mechanism Exercise** **Question 3:** Provide the mechanism (using curved-arrow notation) to explain the following reaction: **Reaction Details:** - **Reactants:** An alkene with a branched structure (unspecified) reacts with methanol (CH₃OH) in the presence of an acid catalyst (H⁺). - **Products:** The alkene is transformed into a compound with an added methoxy group (OCH₃), resulting in a new branched structure. **Explanation:** This reaction is an example of an acid-catalyzed nucleophilic addition where the alkene undergoes an electrophilic attack by the proton (H⁺), followed by the nucleophilic attack of methanol. The detailed mechanism involves: 1. **Protonation of the Alkene:** The π-bond of the alkene is protonated by H⁺, forming a carbocation intermediate. 2. **Nucleophilic Attack:** The oxygen atom in methanol attacks the carbocation, leading to the formation of an oxonium ion. 3. **Deprotonation:** The oxonium ion is deprotonated, resulting in the final ether product with a methoxy group attached. Utilize curved-arrow notation to indicate the movement of electrons during each step of the mechanism.
Transcribed Image Text:**Reaction Mechanism Exercise** **Question 3:** Provide the mechanism (using curved-arrow notation) to explain the following reaction: **Reaction Details:** - **Reactants:** An alkene with a branched structure (unspecified) reacts with methanol (CH₃OH) in the presence of an acid catalyst (H⁺). - **Products:** The alkene is transformed into a compound with an added methoxy group (OCH₃), resulting in a new branched structure. **Explanation:** This reaction is an example of an acid-catalyzed nucleophilic addition where the alkene undergoes an electrophilic attack by the proton (H⁺), followed by the nucleophilic attack of methanol. The detailed mechanism involves: 1. **Protonation of the Alkene:** The π-bond of the alkene is protonated by H⁺, forming a carbocation intermediate. 2. **Nucleophilic Attack:** The oxygen atom in methanol attacks the carbocation, leading to the formation of an oxonium ion. 3. **Deprotonation:** The oxonium ion is deprotonated, resulting in the final ether product with a methoxy group attached. Utilize curved-arrow notation to indicate the movement of electrons during each step of the mechanism.
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