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In step C, which mechanistic step(s) is(are) taking place? Choose all that apply Nucleophilic attack Loss of leaving group Proton transfer Rearrangement

In step C, which mechanistic step(s) is(are) taking place? Choose all that apply Nucleophilic attack Loss of leaving group Proton transfer Rearrangement

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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The following questions refer to the second mechanism in the activity, shown below. The steps have been lettered for reference in the questions. **Mechanism Steps:** - **Step A:** The mechanism begins with the formation of an enolate ion from the cyclohexanone derivative. The base (OEt) abstracts a proton adjacent to the carbonyl group, resulting in the enolate ion. - **Step B:** The enolate ion reacts with ethyl chloroformate. The chlorine atom is displaced, resulting in the formation of a tetrahedral intermediate. - **Step C:** The intermediate collapses, leading to the expulsion of a chloride ion and forming a new carbon-oxygen bond. This step results in a more stable cyclic ester intermediate. - **Step D:** The final step involves the rearrangement and stabilization of the molecule, resulting in the formation of a bicyclic lactone with an ethoxy group (OEt) attached. These steps illustrate a carbon-carbon bond formation mechanism with nucleophilic attack and subsequent rearrangement, resulting in the creation of a complex bicyclic structure. Each transition involves the movement of electrons and the transformation of intermediates.
Transcribed Image Text:The following questions refer to the second mechanism in the activity, shown below. The steps have been lettered for reference in the questions. **Mechanism Steps:** - **Step A:** The mechanism begins with the formation of an enolate ion from the cyclohexanone derivative. The base (OEt) abstracts a proton adjacent to the carbonyl group, resulting in the enolate ion. - **Step B:** The enolate ion reacts with ethyl chloroformate. The chlorine atom is displaced, resulting in the formation of a tetrahedral intermediate. - **Step C:** The intermediate collapses, leading to the expulsion of a chloride ion and forming a new carbon-oxygen bond. This step results in a more stable cyclic ester intermediate. - **Step D:** The final step involves the rearrangement and stabilization of the molecule, resulting in the formation of a bicyclic lactone with an ethoxy group (OEt) attached. These steps illustrate a carbon-carbon bond formation mechanism with nucleophilic attack and subsequent rearrangement, resulting in the creation of a complex bicyclic structure. Each transition involves the movement of electrons and the transformation of intermediates.
In step C, which mechanistic step(s) is(are) taking place? Choose all that apply. - [ ] Nucleophilic attack - [ ] Loss of leaving group - [ ] Proton transfer - [ ] Rearrangement This content appears as a multiple-choice question, typically found in educational materials focused on chemistry or organic chemistry. The problem asks the student to identify specific types of chemical reactions or processes (nucleophilic attack, loss of leaving group, proton transfer, rearrangement) that might occur in a particular step labeled as "step C." There are no graphs or diagrams included with this question.
Transcribed Image Text:In step C, which mechanistic step(s) is(are) taking place? Choose all that apply. - [ ] Nucleophilic attack - [ ] Loss of leaving group - [ ] Proton transfer - [ ] Rearrangement This content appears as a multiple-choice question, typically found in educational materials focused on chemistry or organic chemistry. The problem asks the student to identify specific types of chemical reactions or processes (nucleophilic attack, loss of leaving group, proton transfer, rearrangement) that might occur in a particular step labeled as "step C." There are no graphs or diagrams included with this question.
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Hello, the answer to this question is showing as half correct, what is the other mechanistic step taking place other than "loss of leaving group"? thank you

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