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(39 of 41) According to the reaction mechanism in Question 37, please identify all reaction intermediates. A H₂O I 1) CH3MgBr 2) H3O+ CH3 B OH X H D F OH X™ 5 CH3 E H G -H

(39 of 41) According to the reaction mechanism in Question 37, please identify all reaction intermediates. A H₂O I 1) CH3MgBr 2) H3O+ CH3 B OH X H D F OH X™ 5 CH3 E H G -H

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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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**Reaction Mechanism and Intermediates** **Question Context:** According to the reaction mechanism in Question 37, please identify all reaction intermediates. **Reagents and Conditions:** 1) \( \text{CH}_3\text{MgBr} \) 2) \( \text{H}_3\text{O}^+ \) **Target Product:** The reaction leads to the formation of a tertiary alcohol (displayed as having an OH group attached to a tert-butyl group). **Reaction Steps and Intermediates:** 1. **Intermediate A:** - The mechanism begins with a ketone structure, where the carbonyl carbon is electrophilic. 2. **Intermediate B:** - The \( \text{CH}_3\text{MgBr} \) performs a nucleophilic attack on the carbonyl carbon, breaking the \(C=O\) bond and forming an alkoxide ion. 3. **Intermediate C:** - Rearrangement and stabilization of the alkoxide ion occur. The oxygen carries a negative charge represented with a lone pair, indicating its role as an anion. 4. **Intermediate D:** - The alkoxide ion undergoes protonation facilitated by \( \text{H}_3\text{O}^+ \), leading to the formation of the alcohol intermediate. 5. **Intermediate E:** - The carbonyl oxygen gains a proton (from \( \text{H}_3\text{O}^+ \)), resulting in an oxonium ion configuration. 6. **Intermediate F:** - A rearrangement/transformation occurs, likely showing the pathway toward stabilization and final product formation. 7. **Intermediate G:** - Further interaction with water (\( \text{H}_2\text{O} \)) leading to a stable hydration step that is characteristic in the final alcohol formation. 8. **Intermediate H:** - Final deprotonation step to form the stable tertiary alcohol. 9. **Intermediate I:** - The complete structure of the tertiary alcohol is shown. Any excess water interactions stabilize the reaction. **Visualization:** The diagrammatic sequence describes a multi-step reaction mechanism typical in Grignard reactions with ketones, resulting in alcohol products. **Note:** The positions are numbered to depict electron/lone pair movements and structural changes throughout the reaction pathway.
Transcribed Image Text:**Reaction Mechanism and Intermediates** **Question Context:** According to the reaction mechanism in Question 37, please identify all reaction intermediates. **Reagents and Conditions:** 1) \( \text{CH}_3\text{MgBr} \) 2) \( \text{H}_3\text{O}^+ \) **Target Product:** The reaction leads to the formation of a tertiary alcohol (displayed as having an OH group attached to a tert-butyl group). **Reaction Steps and Intermediates:** 1. **Intermediate A:** - The mechanism begins with a ketone structure, where the carbonyl carbon is electrophilic. 2. **Intermediate B:** - The \( \text{CH}_3\text{MgBr} \) performs a nucleophilic attack on the carbonyl carbon, breaking the \(C=O\) bond and forming an alkoxide ion. 3. **Intermediate C:** - Rearrangement and stabilization of the alkoxide ion occur. The oxygen carries a negative charge represented with a lone pair, indicating its role as an anion. 4. **Intermediate D:** - The alkoxide ion undergoes protonation facilitated by \( \text{H}_3\text{O}^+ \), leading to the formation of the alcohol intermediate. 5. **Intermediate E:** - The carbonyl oxygen gains a proton (from \( \text{H}_3\text{O}^+ \)), resulting in an oxonium ion configuration. 6. **Intermediate F:** - A rearrangement/transformation occurs, likely showing the pathway toward stabilization and final product formation. 7. **Intermediate G:** - Further interaction with water (\( \text{H}_2\text{O} \)) leading to a stable hydration step that is characteristic in the final alcohol formation. 8. **Intermediate H:** - Final deprotonation step to form the stable tertiary alcohol. 9. **Intermediate I:** - The complete structure of the tertiary alcohol is shown. Any excess water interactions stabilize the reaction. **Visualization:** The diagrammatic sequence describes a multi-step reaction mechanism typical in Grignard reactions with ketones, resulting in alcohol products. **Note:** The positions are numbered to depict electron/lone pair movements and structural changes throughout the reaction pathway.
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Step 1: Given reaction and mechanism

The given reaction is Chemistry homework question answer, step 1, image 1

And, the given reaction mechanism also shown below

Chemistry homework question answer, step 1, image 2

We have to determine all the reaction intermediates.

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