Predict the product of the reaction shown below: CI AlCl3 (cat.) HCI

Chemistry
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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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**Predict the product of the reaction shown below:**

The reaction featured involves benzene and a cyclopentanoyl chloride compound in the presence of a catalytic amount of aluminum chloride (AlCl₃). This setup suggests an electrophilic aromatic substitution reaction, specifically an acylation reaction (a type of Friedel-Crafts reaction).

**Reactants:**

1. **Benzene** - A six-carbon ring with three alternating double bonds.
2. **Cyclopentanoyl chloride** - A molecule containing a cyclopentyl group (five-membered carbon ring) attached to a carbonyl group (C=O) linked to chlorine.

**Catalyst:**

- **Aluminum chloride (AlCl₃, cat.)** - Used to facilitate the reaction by generating a more reactive acyl cation intermediate.

**Expected Reaction Product:**

- The product is a benzene ring substituted with a cyclopentanoyl group (an acyl group derived from the cyclopentanoyl chloride), replacing a hydrogen atom on the benzene ring.
  
- The byproduct of the reaction is hydrochloric acid (HCl).

This reaction is an example of introducing an acyl group to an aromatic system through electrophilic aromatic substitution, which is commonly utilized in organic synthesis to achieve specific functionalization of aromatic compounds.
Transcribed Image Text:**Predict the product of the reaction shown below:** The reaction featured involves benzene and a cyclopentanoyl chloride compound in the presence of a catalytic amount of aluminum chloride (AlCl₃). This setup suggests an electrophilic aromatic substitution reaction, specifically an acylation reaction (a type of Friedel-Crafts reaction). **Reactants:** 1. **Benzene** - A six-carbon ring with three alternating double bonds. 2. **Cyclopentanoyl chloride** - A molecule containing a cyclopentyl group (five-membered carbon ring) attached to a carbonyl group (C=O) linked to chlorine. **Catalyst:** - **Aluminum chloride (AlCl₃, cat.)** - Used to facilitate the reaction by generating a more reactive acyl cation intermediate. **Expected Reaction Product:** - The product is a benzene ring substituted with a cyclopentanoyl group (an acyl group derived from the cyclopentanoyl chloride), replacing a hydrogen atom on the benzene ring. - The byproduct of the reaction is hydrochloric acid (HCl). This reaction is an example of introducing an acyl group to an aromatic system through electrophilic aromatic substitution, which is commonly utilized in organic synthesis to achieve specific functionalization of aromatic compounds.
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