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< Question 27 of 85 Submit This proposed reaction would not work. Identify what is wrong with it. 1. LDA, -78 °C 2. benzyl bromide methanol A) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the bromide is not a good enough leaving group for this reaction. Tap here or pull up for additional resources < Question 27 of 85 Submit A) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the bromide is not a good enough leaving group for this reaction. B) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the product of this reaction would have one less CH2 group than the proposed product. C) The LDA reacts rapidly with the alcohol solvent creating an alkoxide base. This base is a thermodynamic base and would remove a proton from the more substituted position resulting in alkylation at the other alpha carbon. D) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the reaction conditions are too cold and would result in alkylation at the other alpha carbon (thermodynamic) rather than the proposed kinetic product. Tap here or pull up for additional resources

< Question 27 of 85 Submit This proposed reaction would not work. Identify what is wrong with it. 1. LDA, -78 °C 2. benzyl bromide methanol A) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the bromide is not a good enough leaving group for this reaction. Tap here or pull up for additional resources < Question 27 of 85 Submit A) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the bromide is not a good enough leaving group for this reaction. B) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the product of this reaction would have one less CH2 group than the proposed product. C) The LDA reacts rapidly with the alcohol solvent creating an alkoxide base. This base is a thermodynamic base and would remove a proton from the more substituted position resulting in alkylation at the other alpha carbon. D) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the reaction conditions are too cold and would result in alkylation at the other alpha carbon (thermodynamic) rather than the proposed kinetic product. Tap here or pull up for additional resources

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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< Question 27 of 85 Submit This proposed reaction would not work. Identify what is wrong with it. 1. LDA, -78 °C 2. benzyl bromide methanol A) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the bromide is not a good enough leaving group for this reaction. Tap here or pull up for additional resources
Transcribed Image Text:< Question 27 of 85 Submit This proposed reaction would not work. Identify what is wrong with it. 1. LDA, -78 °C 2. benzyl bromide methanol A) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the bromide is not a good enough leaving group for this reaction. Tap here or pull up for additional resources
< Question 27 of 85 Submit A) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the bromide is not a good enough leaving group for this reaction. B) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the product of this reaction would have one less CH2 group than the proposed product. C) The LDA reacts rapidly with the alcohol solvent creating an alkoxide base. This base is a thermodynamic base and would remove a proton from the more substituted position resulting in alkylation at the other alpha carbon. D) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the reaction conditions are too cold and would result in alkylation at the other alpha carbon (thermodynamic) rather than the proposed kinetic product. Tap here or pull up for additional resources
Transcribed Image Text:< Question 27 of 85 Submit A) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the bromide is not a good enough leaving group for this reaction. B) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the product of this reaction would have one less CH2 group than the proposed product. C) The LDA reacts rapidly with the alcohol solvent creating an alkoxide base. This base is a thermodynamic base and would remove a proton from the more substituted position resulting in alkylation at the other alpha carbon. D) The LDA creates an enolate nucleophile to react with the benzyl bromide in a substitution reaction. However, the reaction conditions are too cold and would result in alkylation at the other alpha carbon (thermodynamic) rather than the proposed kinetic product. Tap here or pull up for additional resources
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