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O CO₂Et This reaction involves an intramolecular aldol reaction followed by a retro aldol-like reaction. The steps i follows: ● Na OEt ethanol 1. Deprotonation to form enolate ion 1; 2. Cyclization via an intramolecular aldol reaction to form tetrahedral intermediate 2; 3. Collapse of the tetrahedral intermediate and bond cleavage to form enolate ion 3; 4. Protonation to form the final product. Write out the reaction on a separate sheet of paper, and then draw the structure of enolate ion 3. (+ [References] • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. . Do not include lone pairs in your answer. They will not be considered in the grading. • Do not include counter-ions, e.g., Na+, I, in your answer. Y CO₂Et {n [F

O CO₂Et This reaction involves an intramolecular aldol reaction followed by a retro aldol-like reaction. The steps i follows: ● Na OEt ethanol 1. Deprotonation to form enolate ion 1; 2. Cyclization via an intramolecular aldol reaction to form tetrahedral intermediate 2; 3. Collapse of the tetrahedral intermediate and bond cleavage to form enolate ion 3; 4. Protonation to form the final product. Write out the reaction on a separate sheet of paper, and then draw the structure of enolate ion 3. (+ [References] • You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. . Do not include lone pairs in your answer. They will not be considered in the grading. • Do not include counter-ions, e.g., Na+, I, in your answer. Y CO₂Et {n [F

Organic Chemistry: A Guided Inquiry
Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter26: Aldol And Claisen Reactions
Section: Chapter Questions
Problem 9CTQ
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Please draw all structures (show the CO2Et structure) and label it clearly. Thank you!

**Intramolecular Aldol Reaction and Retro Aldol-like Reaction** This reaction involves an intramolecular aldol reaction followed by a retro aldol-like reaction. The steps involved are as follows: 1. **Deprotonation to form enolate ion 1;** 2. **Cyclization via an intramolecular aldol reaction to form tetrahedral intermediate 2;** 3. **Collapse of the tetrahedral intermediate and bond cleavage to form enolate ion 3;** 4. **Protonation to form the final product.** **Instructions:** - Write out the reaction on a separate sheet of paper, and then draw the structure of enolate ion 3. **Guidelines:** - You do not have to consider stereochemistry. - You do not have to explicitly draw H atoms. - Do not include lone pairs in your answer. They will not be considered in the grading. - Do not include counter-ions, e.g., Na⁺, I⁻, in your answer. **Diagram Explanation:** There is a diagram showing the chemical reaction. On the left side, a cyclic compound with ethyl ester (CO₂Et) and a ketone group. A sodium ethoxide (Na⁺OEt) in ethanol is depicted as the reagent. The product on the right side is another cyclic compound with rearranged bonds.
Transcribed Image Text:**Intramolecular Aldol Reaction and Retro Aldol-like Reaction** This reaction involves an intramolecular aldol reaction followed by a retro aldol-like reaction. The steps involved are as follows: 1. **Deprotonation to form enolate ion 1;** 2. **Cyclization via an intramolecular aldol reaction to form tetrahedral intermediate 2;** 3. **Collapse of the tetrahedral intermediate and bond cleavage to form enolate ion 3;** 4. **Protonation to form the final product.** **Instructions:** - Write out the reaction on a separate sheet of paper, and then draw the structure of enolate ion 3. **Guidelines:** - You do not have to consider stereochemistry. - You do not have to explicitly draw H atoms. - Do not include lone pairs in your answer. They will not be considered in the grading. - Do not include counter-ions, e.g., Na⁺, I⁻, in your answer. **Diagram Explanation:** There is a diagram showing the chemical reaction. On the left side, a cyclic compound with ethyl ester (CO₂Et) and a ketone group. A sodium ethoxide (Na⁺OEt) in ethanol is depicted as the reagent. The product on the right side is another cyclic compound with rearranged bonds.
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