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5) Show how you would use Friedel-Crafts acylation to prepare the following compound: Ph-C-CH,CH(CH,), isobutyl phenyl ketone

5) Show how you would use Friedel-Crafts acylation to prepare the following compound: Ph-C-CH,CH(CH,), isobutyl phenyl ketone

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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**5) Show how you would use Friedel-Crafts acylation to prepare the following compound:** The compound shown is isobutyl phenyl ketone, which has the structure: Ph–C(O)–CH₂CH(CH₃)₂ - Ph represents a phenyl group (C₆H₅). - The acyl group is attached to a paraffinic chain designated as isobutyl. To synthesize this compound using Friedel-Crafts acylation: 1. **Acyl Chloride Preparation**: - Use isobutyryl chloride (CH₃CH(CH₃)C(O)Cl) as the acyl chloride reagent. 2. **Catalyst**: - Use a Lewis acid catalyst, such as aluminum chloride (AlCl₃), to activate the acyl chloride. 3. **Reaction with Benzene**: - React the acyl chloride with benzene in presence of AlCl₃ to introduce the acyl group onto the benzene ring, forming the desired ketone. 4. **Product**: - This will yield isobutyl phenyl ketone as the final product. This reaction is a classic example of Friedel-Crafts acylation, which is often used to attach acyl groups to aromatic rings, forming aryl ketones.
Transcribed Image Text:**5) Show how you would use Friedel-Crafts acylation to prepare the following compound:** The compound shown is isobutyl phenyl ketone, which has the structure: Ph–C(O)–CH₂CH(CH₃)₂ - Ph represents a phenyl group (C₆H₅). - The acyl group is attached to a paraffinic chain designated as isobutyl. To synthesize this compound using Friedel-Crafts acylation: 1. **Acyl Chloride Preparation**: - Use isobutyryl chloride (CH₃CH(CH₃)C(O)Cl) as the acyl chloride reagent. 2. **Catalyst**: - Use a Lewis acid catalyst, such as aluminum chloride (AlCl₃), to activate the acyl chloride. 3. **Reaction with Benzene**: - React the acyl chloride with benzene in presence of AlCl₃ to introduce the acyl group onto the benzene ring, forming the desired ketone. 4. **Product**: - This will yield isobutyl phenyl ketone as the final product. This reaction is a classic example of Friedel-Crafts acylation, which is often used to attach acyl groups to aromatic rings, forming aryl ketones.
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