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This question has multiple parts. Work all the parts to get the most points. Allylic bromination of alkenes accomplished with the reagent NBS (N-bromosuccinimide). The reaction proceeds by a radical chain mechanism. For the following reaction: NBS -Br light, CCL4 Select the species that you would expect to react in the first propagation step and draw curly arrows to show the mechanism. Use half-headed (fishhook) curved arrows to show electron reorganization. When drawing bond formation by pairing of single electrons, terminate the arrows in a hotspot located to one side of a reacting radical. This hotspot is not associated with any structural feature. Arrow-pushing Instructions 一郎:

This question has multiple parts. Work all the parts to get the most points. Allylic bromination of alkenes accomplished with the reagent NBS (N-bromosuccinimide). The reaction proceeds by a radical chain mechanism. For the following reaction: NBS -Br light, CCL4 Select the species that you would expect to react in the first propagation step and draw curly arrows to show the mechanism. Use half-headed (fishhook) curved arrows to show electron reorganization. When drawing bond formation by pairing of single electrons, terminate the arrows in a hotspot located to one side of a reacting radical. This hotspot is not associated with any structural feature. Arrow-pushing Instructions 一郎:

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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# Allylic Bromination of Alkenes ### Overview This exercise focuses on the allylic bromination of alkenes using N-bromosuccinimide (NBS). The reaction proceeds by a radical chain mechanism. ### Reaction Scheme The reaction involves the following: - **Reagent**: NBS (N-bromosuccinimide) - **Conditions**: Light, CCl₄ - **Result**: Bromination at the allylic position of the cyclic alkene. ![Reaction Scheme] Diagram showing the structure of a cyclic alkene, reacting with NBS under light and CCl₄ conditions to yield an allylic brominated product. ### Task Instructions 1. **Select the Species for Reaction**: Identify the species expected to react in the first propagation step. 2. **Arrow-Pushing Mechanism**: - Use half-headed (fishhook) curved arrows to indicate electron reorganization. - When drawing bond formation, terminate arrows at a hotspot on one side of the reacting radical, which is not associated with any structural feature. ### Diagram Details - **Arrow-Pushing Instructions Panel**: Depicts how to use half-headed curves for showing electron movement. - **Reaction Mechanism Panel**: - Displays a cyclic alkene with a hydrogen atom. - Shows interaction with two bromine radicals (•Br) to abstract the hydrogen and form a bromine radical at the allylic position. ### Interactive Elements - **Submit Button**: Allows submission of your answer attempt. - **Submit Answer and Try Another Version**: Record your attempt and move to a new instance for practice. Eight attempts are available for completion. This educational exercise is designed to help understand the mechanism of radical reactions, specifically focusing on allylic substitution using NBS.
Transcribed Image Text:# Allylic Bromination of Alkenes ### Overview This exercise focuses on the allylic bromination of alkenes using N-bromosuccinimide (NBS). The reaction proceeds by a radical chain mechanism. ### Reaction Scheme The reaction involves the following: - **Reagent**: NBS (N-bromosuccinimide) - **Conditions**: Light, CCl₄ - **Result**: Bromination at the allylic position of the cyclic alkene. ![Reaction Scheme] Diagram showing the structure of a cyclic alkene, reacting with NBS under light and CCl₄ conditions to yield an allylic brominated product. ### Task Instructions 1. **Select the Species for Reaction**: Identify the species expected to react in the first propagation step. 2. **Arrow-Pushing Mechanism**: - Use half-headed (fishhook) curved arrows to indicate electron reorganization. - When drawing bond formation, terminate arrows at a hotspot on one side of the reacting radical, which is not associated with any structural feature. ### Diagram Details - **Arrow-Pushing Instructions Panel**: Depicts how to use half-headed curves for showing electron movement. - **Reaction Mechanism Panel**: - Displays a cyclic alkene with a hydrogen atom. - Shows interaction with two bromine radicals (•Br) to abstract the hydrogen and form a bromine radical at the allylic position. ### Interactive Elements - **Submit Button**: Allows submission of your answer attempt. - **Submit Answer and Try Another Version**: Record your attempt and move to a new instance for practice. Eight attempts are available for completion. This educational exercise is designed to help understand the mechanism of radical reactions, specifically focusing on allylic substitution using NBS.
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