Show the detailed, step by step mechanism using the curvy arrow formalism and predict the structure of the product from the following reaction. 1) mg Br/Et₂0 a. 2) H₂0+
Show the detailed, step by step mechanism using the curvy arrow formalism and predict the structure of the product from the following reaction. 1) mg Br/Et₂0 a. 2) H₂0+
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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Transcribed Image Text:**Reaction Mechanism and Product Prediction**
1. **Instruction:**
- Show the detailed, step-by-step mechanism using the curvy arrow formalism.
- Predict the structure of the product from the following reaction.
2. **Reaction Overview:**
- **Reactant:** A ketone with a side-chain (molecule on the left with a carbonyl group connected to an ethyl chain).
- **Reagents:**
1. Grignard Reagent: R-MgBr in diethyl ether (Et₂O).
2. Acid Workup: H₃O⁺.
3. **Mechanistic Steps:**
- **Step 1:** The Grignard reagent (R-MgBr) reacts with the carbonyl carbon of the ketone, resulting in nucleophilic addition. The magnesium bromide (MgBr) helps stabilize the negative charge developed on the oxygen.
- **Step 2:** Protonation of the alkoxide intermediate occurs via the acidic workup (H₃O⁺), leading to the formation of an alcohol group.
4. **Product Structure:**
- The resulting product is an alcohol with a newly introduced carbon chain (R group from the Grignard reagent).
**Diagram Explanation:**
- The diagram shows the skeletal structure of the ketone and the path of the reaction: attacking the carbonyl carbon, followed by the protonation step. Curved arrows indicate electron movement, showing the conversion of the ketone to an alcohol.
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