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Draw the mechanism for the following reaction. wwwwwwwww AICI3

Draw the mechanism for the following reaction. wwwwwwwww AICI3

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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Question 4

**Draw the mechanism for the following reaction.** ### Reaction Description **Substrate:** - **Structure:** Benzene ring with an isopropyl group attached. **Reagents:** - **Isopropyl chloride (Cl–C(CH₃)₂)** - **AlCl₃ (aluminum chloride)** **Product:** - **Structure:** Benzene ring with two isopropyl groups (para-disubstituted benzene). ### Explanation This reaction is an example of Friedel-Crafts alkylation, a process to attach alkyl groups to an aromatic ring. 1. **Formation of Electrophile:** The aluminum chloride (AlCl₃) reacts with the isopropyl chloride to form an electrophile (a carbocation). 2. **Aromatic Electrophilic Substitution:** The benzene ring attacks the carbocation, resulting in the addition of the isopropyl group to the ring. 3. **Reformation of Aromatic System:** Proton release results in restoration of the aromaticity in the final product. **Note:** The reaction may yield multiple products due to possible rearrangement of carbocations and other positions of substitution, but the para product is often favored due to steric reasons.
Transcribed Image Text:**Draw the mechanism for the following reaction.** ### Reaction Description **Substrate:** - **Structure:** Benzene ring with an isopropyl group attached. **Reagents:** - **Isopropyl chloride (Cl–C(CH₃)₂)** - **AlCl₃ (aluminum chloride)** **Product:** - **Structure:** Benzene ring with two isopropyl groups (para-disubstituted benzene). ### Explanation This reaction is an example of Friedel-Crafts alkylation, a process to attach alkyl groups to an aromatic ring. 1. **Formation of Electrophile:** The aluminum chloride (AlCl₃) reacts with the isopropyl chloride to form an electrophile (a carbocation). 2. **Aromatic Electrophilic Substitution:** The benzene ring attacks the carbocation, resulting in the addition of the isopropyl group to the ring. 3. **Reformation of Aromatic System:** Proton release results in restoration of the aromaticity in the final product. **Note:** The reaction may yield multiple products due to possible rearrangement of carbocations and other positions of substitution, but the para product is often favored due to steric reasons.
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