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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Draw the product of the below intramolecular Claisen condensation. Draw only the major transformation of the starting material; do not draw byproducts.
Transcribed Image Text:The image depicts a chemical reaction scheme for the synthesis of a compound from an ester starting material. The structural formula on the left represents an ester containing a phenyl group, indicating its potential as an intermediate in organic synthesis.
### Structure Description
- **Starting Material:** The compound on the left is an ester featuring:
- An ethyl group (CH₃CH₂-) connected to an oxygen.
- A carbonyl group (C=O) adjacent to the ethyl group.
- A long carbon chain with an additional carbonyl group flanked by a methyl group (CH₃) and a phenyl group (benzene ring).
### Reaction Conditions
1. **Reagent 1:** Sodium ethoxide (NaOEt) in ethanol (EtOH) is utilized to perform a base-catalyzed reaction.
2. **Reagent 2:** Acidic workup with hydronium ion (H₃O⁺) likely follows the initial reaction step.
### Explanation of the Process
1. **Base Activation:** Sodium ethoxide acts as a strong base, likely deprotonating an available α-hydrogen adjacent to the carbonyl group, generating an enolate ion.
2. **Subsequent Reaction:** This enolate ion can undergo further reactions, such as aldol condensation or Claisen condensation, depending on the reaction context.
3. **Acidic Workup:** The use of H₃O⁺ suggests the final step involves protonation, leading to the potential formation of an alcohol or carboxylic acid derivative.
This reaction is a classic example in organic chemistry illustrating base-mediated reaction pathways followed by acid-catalyzed neutralization.
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