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heat cis-jasn (a perfu е. 1. KO'Bu Br OCH3 2. propionaldehyde 3. H3O* (a Darzen's condensation) e.

heat cis-jasn (a perfu е. 1. KO'Bu Br OCH3 2. propionaldehyde 3. H3O* (a Darzen's condensation) e.

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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Predict the major product and draw the mechanism
The image displays a chemical reaction scheme known as Darzen’s condensation. Below is a detailed transcription of the content: 1. **Reactant**: The molecular structure depicted includes a bromoester, specifically a brominated ethyl acetoacetate (designated as structure 'e.'): - Molecular structure: BrCH2COOCH3 2. **Reagents and Conditions**: 1. **KO^tBu** (Potassium tert-butoxide) 2. **Propionaldehyde** 3. **H3O+** (Hydronium ion) 3. **Reaction Description**: - The process involves consecutive reactions leading to a condensation reaction: 1. **Initiation**: Potassium tert-butoxide (KO^tBu) acts as a base, facilitating the formation of an enolate or related reactive intermediate from the bromoester. 2. **Aldehyde Reaction**: This reactive intermediate then participates in a nucleophilic attack on the carbonyl carbon of propionaldehyde. 3. **Final Step**: Acidic workup using H3O+ leading to the formation of the final product. This reaction setup is part of Darzen’s condensation, a method used in organic chemistry to synthesize epoxides or related compounds starting from an α-halo ester and an aldehyde or ketone.
Transcribed Image Text:The image displays a chemical reaction scheme known as Darzen’s condensation. Below is a detailed transcription of the content: 1. **Reactant**: The molecular structure depicted includes a bromoester, specifically a brominated ethyl acetoacetate (designated as structure 'e.'): - Molecular structure: BrCH2COOCH3 2. **Reagents and Conditions**: 1. **KO^tBu** (Potassium tert-butoxide) 2. **Propionaldehyde** 3. **H3O+** (Hydronium ion) 3. **Reaction Description**: - The process involves consecutive reactions leading to a condensation reaction: 1. **Initiation**: Potassium tert-butoxide (KO^tBu) acts as a base, facilitating the formation of an enolate or related reactive intermediate from the bromoester. 2. **Aldehyde Reaction**: This reactive intermediate then participates in a nucleophilic attack on the carbonyl carbon of propionaldehyde. 3. **Final Step**: Acidic workup using H3O+ leading to the formation of the final product. This reaction setup is part of Darzen’s condensation, a method used in organic chemistry to synthesize epoxides or related compounds starting from an α-halo ester and an aldehyde or ketone.
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