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Determine the major product from the following reaction: 1) LDA 2) O 3) H30*

Determine the major product from the following reaction: 1) LDA 2) O 3) H30*

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
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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**Determine the major product from the following reaction:** The reaction sequence involves: 1) Treatment with LDA (Lithium Diisopropylamide) 2) Addition of an aldehyde (structure is shown) 3) Acidic workup with H3O^+ **Explanation:** The provided image shows a chemical reaction starting with a cyclic ketone (cyclohexanone). The reaction sequence involves three steps: 1. **LDA Treatment (Step 1):** - LDA (Lithium Diisopropylamide) is a strong, non-nucleophilic base that will deprotonate the α-hydrogen of the cyclohexanone to form an enolate anion. 2. **Aldehyde Addition (Step 2):** - The enolate anion will react with the electrophilic carbonyl carbon of the aldehyde (shown in the image). This step forms a new carbon-carbon bond via nucleophilic addition, resulting in an alkoxide intermediate. 3. **Acidic Workup (Step 3):** - The alkoxide intermediate is then protonated during the acidic workup with H3O^+ to form a β-hydroxy ketone as the final product. The overall reaction is an aldol addition reaction leading to the formation of a β-hydroxy ketone.
Transcribed Image Text:**Determine the major product from the following reaction:** The reaction sequence involves: 1) Treatment with LDA (Lithium Diisopropylamide) 2) Addition of an aldehyde (structure is shown) 3) Acidic workup with H3O^+ **Explanation:** The provided image shows a chemical reaction starting with a cyclic ketone (cyclohexanone). The reaction sequence involves three steps: 1. **LDA Treatment (Step 1):** - LDA (Lithium Diisopropylamide) is a strong, non-nucleophilic base that will deprotonate the α-hydrogen of the cyclohexanone to form an enolate anion. 2. **Aldehyde Addition (Step 2):** - The enolate anion will react with the electrophilic carbonyl carbon of the aldehyde (shown in the image). This step forms a new carbon-carbon bond via nucleophilic addition, resulting in an alkoxide intermediate. 3. **Acidic Workup (Step 3):** - The alkoxide intermediate is then protonated during the acidic workup with H3O^+ to form a β-hydroxy ketone as the final product. The overall reaction is an aldol addition reaction leading to the formation of a β-hydroxy ketone.
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