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Provide all possible organometallic nucleophile and carbonyl electrophile combinations that would lead directly to the given product after an acidic workup step. Please format your answers as we did in lecture using a retrosynthetic arrow. Example: Но Ме MgBr Me Me Me 1. 2. HO, 3. Me Но Me Me

Provide all possible organometallic nucleophile and carbonyl electrophile combinations that would lead directly to the given product after an acidic workup step. Please format your answers as we did in lecture using a retrosynthetic arrow. Example: Но Ме MgBr Me Me Me 1. 2. HO, 3. Me Но Me Me

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
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Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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**Educational Content on Organometallic Nucleophile and Carbonyl Electrophile Combinations** **Objective:** Provide all possible organometallic nucleophile and carbonyl electrophile combinations that lead directly to a given product after an acidic workup step. **Instructions:** Please format your answers using a retrosynthetic arrow as demonstrated in the example. --- **Example Reaction:** - **Given Product:** A tertiary alcohol with a phenyl group and two methyl groups. - **Retrosynthesis:** - Breaks down to a Grignard reagent (phenylmagnesium bromide) and acetone (carbonyl compound). --- **Exercises:** 1. **Compound 1:** - Structure: Cyclohexanone with an allylic alcohol group. 2. **Compound 2:** - Structure: Cyclohexanol derivative with a long alkyl chain. 3. **Compound 3:** - Structure: Complex tertiary alcohol with three methyl groups and a propane chain. **Notes on Retrosynthetic Analysis:** - Identify the carbonyl precursor by locating potential functional groups that could have been derived from carbonyls. - Determine the nucleophilic part of the organometallic reagent by considering the reduced part of the hydroxy group. - Consider the stability of the organometallic reagent and the potential for reaction with carbonyl compounds. **Conclusion:** This exercise will reinforce the students' understanding of retrosynthetic analysis and the application of organometallic reagents in forming alcohols.
Transcribed Image Text:**Educational Content on Organometallic Nucleophile and Carbonyl Electrophile Combinations** **Objective:** Provide all possible organometallic nucleophile and carbonyl electrophile combinations that lead directly to a given product after an acidic workup step. **Instructions:** Please format your answers using a retrosynthetic arrow as demonstrated in the example. --- **Example Reaction:** - **Given Product:** A tertiary alcohol with a phenyl group and two methyl groups. - **Retrosynthesis:** - Breaks down to a Grignard reagent (phenylmagnesium bromide) and acetone (carbonyl compound). --- **Exercises:** 1. **Compound 1:** - Structure: Cyclohexanone with an allylic alcohol group. 2. **Compound 2:** - Structure: Cyclohexanol derivative with a long alkyl chain. 3. **Compound 3:** - Structure: Complex tertiary alcohol with three methyl groups and a propane chain. **Notes on Retrosynthetic Analysis:** - Identify the carbonyl precursor by locating potential functional groups that could have been derived from carbonyls. - Determine the nucleophilic part of the organometallic reagent by considering the reduced part of the hydroxy group. - Consider the stability of the organometallic reagent and the potential for reaction with carbonyl compounds. **Conclusion:** This exercise will reinforce the students' understanding of retrosynthetic analysis and the application of organometallic reagents in forming alcohols.
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The recent organic chemistry synthesis is based on the wide applications the metal based agents as they are efficient nucleophiles and quite selective to any reaction .

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