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Indicate the major organic product from the reaction shown. 1. LDA, -78°C 2. Br

Indicate the major organic product from the reaction shown. 1. LDA, -78°C 2. Br

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
Section: Chapter Questions
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**Question:** Indicate the major organic product from the reaction shown. **Reaction Details:** - Reactant: Cyclohexanone - Reagents and conditions: 1. LDA, -78°C 2. Ethyl bromide (Br) **Explanation:** 1. **Reagent 1: LDA (Lithium Diisopropylamide)** - LDA is a strong, non-nucleophilic base. At -78°C, it deprotonates the most accessible alpha-hydrogen of the cyclohexanone, leading to the formation of an enolate ion. This enolate is then in a state to attack an electrophile. 2. **Reagent 2: Ethyl Bromide (Br)** - The enolate formed reacts with ethyl bromide, resulting in an alkylation reaction. The ethyl group is added to the carbon atom that was deprotonated. **Overall Reaction:** The result of this reaction is an alpha-ethyl cyclohexanone, where an ethyl group (CH2CH3) is added to the alpha position next to the carbonyl group of cyclohexanone. This reaction is a typical example of enolate alkylation.
Transcribed Image Text:**Question:** Indicate the major organic product from the reaction shown. **Reaction Details:** - Reactant: Cyclohexanone - Reagents and conditions: 1. LDA, -78°C 2. Ethyl bromide (Br) **Explanation:** 1. **Reagent 1: LDA (Lithium Diisopropylamide)** - LDA is a strong, non-nucleophilic base. At -78°C, it deprotonates the most accessible alpha-hydrogen of the cyclohexanone, leading to the formation of an enolate ion. This enolate is then in a state to attack an electrophile. 2. **Reagent 2: Ethyl Bromide (Br)** - The enolate formed reacts with ethyl bromide, resulting in an alkylation reaction. The ethyl group is added to the carbon atom that was deprotonated. **Overall Reaction:** The result of this reaction is an alpha-ethyl cyclohexanone, where an ethyl group (CH2CH3) is added to the alpha position next to the carbonyl group of cyclohexanone. This reaction is a typical example of enolate alkylation.
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