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 6

Transcribed Image Text:**Title: Major Organic Product Determination in a Grignard Reaction**
**Question:**
Draw the major organic product for the reaction shown.
**Chemical Reaction Sequence:**
1. **Reagents and Conditions:**
- Initial Structure: A benzene ring with a bromine (Br) and a nitro group (NO₂) attached.
- Step 1: Reaction with Magnesium (Mg).
- Step 2: Reaction with Carbon Dioxide (CO₂).
- Step 3: Protonation using an acid (H₃O⁺).
**Explanation of Reaction Steps:**
1. **Formation of Grignard Reagent:**
- The bromine atom on the aromatic ring reacts with magnesium to form a Grignard reagent. This changes the bromo group (Br) to a magnesium bromide (MgBr), creating a highly reactive nucleophile.
2. **Carboxylation:**
- The Grignard reagent then reacts with carbon dioxide (CO₂). This step involves nucleophilic attack on the electrophilic carbon of CO₂, leading to the formation of a carboxylate intermediate.
3. **Protonation:**
- Finally, the carboxylate is protonated using hydronium (H₃O⁺), resulting in the formation of the carboxylic acid product.
**Conclusion:**
The major organic product is a carboxylic acid with the nitro group ortho to it on the benzene ring. This reaction sequence demonstrates Grignard reagent formation, carboxylation, and subsequent acid workup in organic synthesis.
Expert Solution

Step 1
Reaction of 3- bromo nitrobenzene with Mg and CO2 and then hydrolysed the product.
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