Propose a mechanism for the following reaction H2SO4 CH3-0-H OCH3

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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**Propose a Mechanism for the Following Reaction**

**Reactants:**

- Cyclohexene
- Methanol (CH₃OH)

**Reagent:**

- Sulfuric Acid (H₂SO₄)

**Product:**

- Methoxycyclohexane

**Reaction Overview:**

This reaction involves the conversion of cyclohexene and methanol into methoxycyclohexane using sulfuric acid as a catalyst.

**Mechanism Steps:**

1. **Protonation of Methanol:**
   - Sulfuric acid donates a proton (H⁺) to methanol, creating a hydronium ion (CH₃OH₂⁺).

2. **Formation of Carbocation:**
   - The double bond of cyclohexene attacks the proton, forming a carbocation intermediate on the cyclohexene ring.

3. **Nucleophilic Attack:**
   - The hydroxyl group (OH) of the protonated methanol attacks the carbocation, forming a new C-O bond.

4. **Deprotonation:**
   - A base (possibly water or leftover methanol) removes a proton from the oxygen, forming methoxycyclohexane.

This mechanism illustrates an example of an electrophilic addition reaction where a carbocation intermediate is formed, followed by nucleophilic attack to yield the ether product.
Transcribed Image Text:**Propose a Mechanism for the Following Reaction** **Reactants:** - Cyclohexene - Methanol (CH₃OH) **Reagent:** - Sulfuric Acid (H₂SO₄) **Product:** - Methoxycyclohexane **Reaction Overview:** This reaction involves the conversion of cyclohexene and methanol into methoxycyclohexane using sulfuric acid as a catalyst. **Mechanism Steps:** 1. **Protonation of Methanol:** - Sulfuric acid donates a proton (H⁺) to methanol, creating a hydronium ion (CH₃OH₂⁺). 2. **Formation of Carbocation:** - The double bond of cyclohexene attacks the proton, forming a carbocation intermediate on the cyclohexene ring. 3. **Nucleophilic Attack:** - The hydroxyl group (OH) of the protonated methanol attacks the carbocation, forming a new C-O bond. 4. **Deprotonation:** - A base (possibly water or leftover methanol) removes a proton from the oxygen, forming methoxycyclohexane. This mechanism illustrates an example of an electrophilic addition reaction where a carbocation intermediate is formed, followed by nucleophilic attack to yield the ether product.
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