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Give the main organic product that would form after the following reaction steps.

Give the main organic product that would form after the following reaction steps.

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
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### Organic Reaction Problem **Objective:** Identify the main organic product formed after the following reaction steps. #### Given Reaction Steps: 1. **Reactant:** A benzene ring with a chlorine (Cl) substituent and a dimethylamino group (Me₂N) in the para position relative to the chlorine. 2. **Reagents:** - **Step 1:** Magnesium (Mg) - **Step 2:** Carbon Dioxide (CO₂) - **Step 3:** Acidic Workup with Hydronium Ion (H₃O⁺) #### Explanation of Reaction Steps: 1. **Formation of Grignard Reagent:** - In the presence of magnesium (Mg), the chlorine atom attached to the benzene ring is replaced by a Grignard reagent (Ph-Mg-Cl). The benzene ring now has a para-dimethylamino group and the Grignard reagent site. 2. **Carboxylation:** - The Grignard reagent reacts with carbon dioxide (CO₂) to form a carboxylate group, resulting in a benzoic acid intermediate. 3. **Protonation:** - The acidic workup with hydronium ion (H₃O⁺) protonates the carboxylate, converting it into a carboxylic acid. The final product thus has the para-dimethylamino group and a carboxylic acid group in place of the original chlorine. ##### Note: The reaction transforms a chlorinated aromatic compound into a substituted aromatic carboxylic acid using Grignard and carboxylation chemistry.
Transcribed Image Text:### Organic Reaction Problem **Objective:** Identify the main organic product formed after the following reaction steps. #### Given Reaction Steps: 1. **Reactant:** A benzene ring with a chlorine (Cl) substituent and a dimethylamino group (Me₂N) in the para position relative to the chlorine. 2. **Reagents:** - **Step 1:** Magnesium (Mg) - **Step 2:** Carbon Dioxide (CO₂) - **Step 3:** Acidic Workup with Hydronium Ion (H₃O⁺) #### Explanation of Reaction Steps: 1. **Formation of Grignard Reagent:** - In the presence of magnesium (Mg), the chlorine atom attached to the benzene ring is replaced by a Grignard reagent (Ph-Mg-Cl). The benzene ring now has a para-dimethylamino group and the Grignard reagent site. 2. **Carboxylation:** - The Grignard reagent reacts with carbon dioxide (CO₂) to form a carboxylate group, resulting in a benzoic acid intermediate. 3. **Protonation:** - The acidic workup with hydronium ion (H₃O⁺) protonates the carboxylate, converting it into a carboxylic acid. The final product thus has the para-dimethylamino group and a carboxylic acid group in place of the original chlorine. ##### Note: The reaction transforms a chlorinated aromatic compound into a substituted aromatic carboxylic acid using Grignard and carboxylation chemistry.
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