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10. Allylic bromination of 4-methyl-2-pentene could form products J-L. NBS Br Br hv Br K a. Of products J-L, which is more likely to be the major product? Explain. eldiecog lls wsib betas cys ai guim osbi ote pcng noirsnenolsa tonom b. Explain how product M is also possible for this reaction. Br M

10. Allylic bromination of 4-methyl-2-pentene could form products J-L. NBS Br Br hv Br K a. Of products J-L, which is more likely to be the major product? Explain. eldiecog lls wsib betas cys ai guim osbi ote pcng noirsnenolsa tonom b. Explain how product M is also possible for this reaction. Br M

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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**Title: Allylic Bromination of 4-Methyl-2-pentene** **Objective:** Understand the chemical reaction process of allylic bromination using N-bromosuccinimide (NBS) and analyze the potential products. --- **Experiment Overview:** **Chemical Reaction:** 4-Methyl-2-pentene, under the influence of UV light (hν) and NBS, produces the brominated products identified as J, K, and L. The structural formulas can be seen as follows: - **Reactant:** 4-Methyl-2-pentene - **Reagents:** - NBS - UV Light (hν) **Products:** - **J:** \[ \text{Structure: } \text{CH}_3-\text{CH}_2-\text{CH}(\text{CH}_3)-\text{CH}=\text{CHBr} \] - **K:** \[ \text{Structure: } \text{CH}_3-\text{CH}=\text{CH}-\text{CHBr}-\text{CH}_2-\text{CH}_3 \] - **L:** \[ \text{Structure: } \text{CH}_2=\text{C}(\text{CH}_3)-\text{CH}_2-\text{CHBr}-\text{CH}_3 \] **Questions for Analysis:** **a.** Of products J, K, and L, which is more likely to be the major product? Explain. **b.** Explain how product M is also possible for this reaction. **Explanation for Product M:** - **M:** - The structure suggests additional allylic positions available for bromination, potentially leading to alternative arrangements distinct from J, K, and L, indicating rearrangement pathways. --- **Analysis Expected Outcomes:** - The students will evaluate which product is favored by considering factors such as stability of intermediates, resonance, and reaction conditions. - Understand the mechanism of allylic bromination and predict possible major and minor products. - Analyze how substituents and structure affect the reactivity and configuration of the resulting compounds. --- Overall, this demonstrates the significance of studying reaction mechanisms and predicting chemical behavior in complex organic reactions.
Transcribed Image Text:**Title: Allylic Bromination of 4-Methyl-2-pentene** **Objective:** Understand the chemical reaction process of allylic bromination using N-bromosuccinimide (NBS) and analyze the potential products. --- **Experiment Overview:** **Chemical Reaction:** 4-Methyl-2-pentene, under the influence of UV light (hν) and NBS, produces the brominated products identified as J, K, and L. The structural formulas can be seen as follows: - **Reactant:** 4-Methyl-2-pentene - **Reagents:** - NBS - UV Light (hν) **Products:** - **J:** \[ \text{Structure: } \text{CH}_3-\text{CH}_2-\text{CH}(\text{CH}_3)-\text{CH}=\text{CHBr} \] - **K:** \[ \text{Structure: } \text{CH}_3-\text{CH}=\text{CH}-\text{CHBr}-\text{CH}_2-\text{CH}_3 \] - **L:** \[ \text{Structure: } \text{CH}_2=\text{C}(\text{CH}_3)-\text{CH}_2-\text{CHBr}-\text{CH}_3 \] **Questions for Analysis:** **a.** Of products J, K, and L, which is more likely to be the major product? Explain. **b.** Explain how product M is also possible for this reaction. **Explanation for Product M:** - **M:** - The structure suggests additional allylic positions available for bromination, potentially leading to alternative arrangements distinct from J, K, and L, indicating rearrangement pathways. --- **Analysis Expected Outcomes:** - The students will evaluate which product is favored by considering factors such as stability of intermediates, resonance, and reaction conditions. - Understand the mechanism of allylic bromination and predict possible major and minor products. - Analyze how substituents and structure affect the reactivity and configuration of the resulting compounds. --- Overall, this demonstrates the significance of studying reaction mechanisms and predicting chemical behavior in complex organic reactions.
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