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Draw the structure of the major organic product(s) of the reaction. 1. DIBAH, toluene 2. H30 DIBAH diisobutylaluminum hydride, [(CH3)2CHCH₂]2AIH

Draw the structure of the major organic product(s) of the reaction. 1. DIBAH, toluene 2. H30 DIBAH diisobutylaluminum hydride, [(CH3)2CHCH₂]2AIH

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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**Task:** Draw the structure of the major organic product(s) of the reaction. **Chemical Reaction:** - **Starting Compound:** The reactant is an ester with a bicyclic structure. The core hydrocarbon framework consists of a benzene ring fused to a cyclohexanone. - **Reagents:** 1. **DIBAH, toluene**: Diisobutylaluminum hydride is used in a toluene solvent. DIBAH is a reducing agent, often employed to selectively reduce esters to aldehydes. 2. **\( \text{H}_3\text{O}^+ \)**: This step usually involves acid work-up to complete the reduction process. **Reagent Detail:** - **DIBAH:** Diisobutylaluminum hydride, denoted as \(\text{(CH}_3\text{)}_2\text{CHCH}_2\text{)_2AlH}\), is a reducing agent used in organic synthesis to convert esters to aldehydes without further reducing the aldehyde to an alcohol. In this reaction, an ester is being reduced to an aldehyde using DIBAH, which selectively stops at the aldehyde stage, due to its control over the reducing conditions. The final product retains the initial bicyclic framework, but with the ester group reduced to an aldehyde.
Transcribed Image Text:**Task:** Draw the structure of the major organic product(s) of the reaction. **Chemical Reaction:** - **Starting Compound:** The reactant is an ester with a bicyclic structure. The core hydrocarbon framework consists of a benzene ring fused to a cyclohexanone. - **Reagents:** 1. **DIBAH, toluene**: Diisobutylaluminum hydride is used in a toluene solvent. DIBAH is a reducing agent, often employed to selectively reduce esters to aldehydes. 2. **\( \text{H}_3\text{O}^+ \)**: This step usually involves acid work-up to complete the reduction process. **Reagent Detail:** - **DIBAH:** Diisobutylaluminum hydride, denoted as \(\text{(CH}_3\text{)}_2\text{CHCH}_2\text{)_2AlH}\), is a reducing agent used in organic synthesis to convert esters to aldehydes without further reducing the aldehyde to an alcohol. In this reaction, an ester is being reduced to an aldehyde using DIBAH, which selectively stops at the aldehyde stage, due to its control over the reducing conditions. The final product retains the initial bicyclic framework, but with the ester group reduced to an aldehyde.
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