ÇI HO Br 1) Mg, CO2 P HO 2) H30*, A Cl2

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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Can you please show the entire ther mechanism step by step? Thank you!

 

This image depicts a two-step chemical reaction.

### Reaction Details:

1. **Starting Material:**
   - The starting compound is a bromomethylbenzene derivative.

2. **First Reaction:**
   - **Reagents:** 
     - Magnesium (Mg)
     - Carbon Dioxide (CO₂)
     - Acidic Workup (H₃O⁺, Δ)
   - **Product:**
     - The product is a carboxylic acid derivative of the original compound, specifically a para-methylphenylacetic acid.

3. **Second Reaction:**
   - **Reagents:** 
     - Phosphorus (P)
     - Chlorine gas (Cl₂)
   - **Product:**
     - The product is a chlorinated carboxylic acid derivative, maintaining the aromatic ring and introducing a chlorine atom on the side chain.

### Mechanistic Overview:

- **Step 1:** The use of magnesium and carbon dioxide suggests a Grignard reaction, where the bromine atom is replaced by a carboxylate group via formation of a carboxylate intermediate, followed by acidic hydrolysis to yield the carboxylic acid.
- **Step 2:** Chlorination likely occurs at a benzylic or neighboring position using Cl₂, facilitated by phosphorus as a catalyst or initiator, commonly used in free radical halogenation processes.
Transcribed Image Text:This image depicts a two-step chemical reaction. ### Reaction Details: 1. **Starting Material:** - The starting compound is a bromomethylbenzene derivative. 2. **First Reaction:** - **Reagents:** - Magnesium (Mg) - Carbon Dioxide (CO₂) - Acidic Workup (H₃O⁺, Δ) - **Product:** - The product is a carboxylic acid derivative of the original compound, specifically a para-methylphenylacetic acid. 3. **Second Reaction:** - **Reagents:** - Phosphorus (P) - Chlorine gas (Cl₂) - **Product:** - The product is a chlorinated carboxylic acid derivative, maintaining the aromatic ring and introducing a chlorine atom on the side chain. ### Mechanistic Overview: - **Step 1:** The use of magnesium and carbon dioxide suggests a Grignard reaction, where the bromine atom is replaced by a carboxylate group via formation of a carboxylate intermediate, followed by acidic hydrolysis to yield the carboxylic acid. - **Step 2:** Chlorination likely occurs at a benzylic or neighboring position using Cl₂, facilitated by phosphorus as a catalyst or initiator, commonly used in free radical halogenation processes.
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