**Title: Reactions of Alkenes with N-Bromosuccinimide (NBS) Under Light Exposure**---**Introduction:**This educational section explores the chemical reactions of alkenes when treated with N-bromosuccinimide (NBS) in the presence of light. NBS is commonly used for selective bromination at allylic and benzylic positions. Below are the chemical structures of three alkenes, each subject to bromination with NBS and light. ### Reaction 1:**Structure:**- **Alkene:** A linear structure with a double bond between a primary and secondary carbon. The secondary carbon is bonded to a methyl group.- **Description:** A straight-chain alkene with the structural formula of but-2-ene.**Reagents:**- **NBS, light****Outcome:**- More than one major product is formed through allylic bromination.### Reaction 2:**Structure:**- **Alkene:** A more complex structure with a double bond, featuring a tertiary carbon bonded to two methyl groups.- **Description:** A two-methyl substituted alkene, similar to 2,3-dimethylbut-2-ene, with geometric isomerism (E/Z configuration).**Reagents:**- **NBS, light****Outcome:**- Multiple major products due to bromination at the allylic positions, considering the stereochemistry.### Reaction 3:**Structure:**- **Alkene:** A cyclohexene ring with a methyl group attached to a carbon atom, with one chiral center.- **Description:** A methylcyclohexene with substituents presented in wedge-dash notation indicating stereochemistry.**Reagents:**- **NBS, light****Outcome:**- The bromination occurs at the allylic position with potential stereoisomers.**Conclusion:**Understanding the reaction of alkenes with NBS under photochemical conditions helps in predicting the formation of allylic bromides. These brominations often yield mixtures of regioisomers and stereoisomers, illustrating the importance of experimental conditions in organic synthesis.

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Write ALL the major products formed when the following alkenes are treated with N-bromosuccinimide and light. More than one product is formed in each case CH3 NBS, light H2C H2 CH3 NBS, light H3C CH3 CH3 NBS, light

Write ALL the major products formed when the following alkenes are treated with N-bromosuccinimide and light. More than one product is formed in each case CH3 NBS, light H2C H2 CH3 NBS, light H3C CH3 CH3 NBS, light

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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**Title: Reactions of Alkenes with N-Bromosuccinimide (NBS) Under Light Exposure**

---

**Introduction:**

This educational section explores the chemical reactions of alkenes when treated with N-bromosuccinimide (NBS) in the presence of light. NBS is commonly used for selective bromination at allylic and benzylic positions. Below are the chemical structures of three alkenes, each subject to bromination with NBS and light.

### Reaction 1:

**Structure:**
- **Alkene:** A linear structure with a double bond between a primary and secondary carbon. The secondary carbon is bonded to a methyl group.
- **Description:** A straight-chain alkene with the structural formula of but-2-ene.

**Reagents:**
- **NBS, light**

**Outcome:**
- More than one major product is formed through allylic bromination.

### Reaction 2:

**Structure:**
- **Alkene:** A more complex structure with a double bond, featuring a tertiary carbon bonded to two methyl groups.
- **Description:** A two-methyl substituted alkene, similar to 2,3-dimethylbut-2-ene, with geometric isomerism (E/Z configuration).

**Reagents:**
- **NBS, light**

**Outcome:**
- Multiple major products due to bromination at the allylic positions, considering the stereochemistry.

### Reaction 3:

**Structure:**
- **Alkene:** A cyclohexene ring with a methyl group attached to a carbon atom, with one chiral center.
- **Description:** A methylcyclohexene with substituents presented in wedge-dash notation indicating stereochemistry.

**Reagents:**
- **NBS, light**

**Outcome:**
- The bromination occurs at the allylic position with potential stereoisomers.

**Conclusion:**

Understanding the reaction of alkenes with NBS under photochemical conditions helps in predicting the formation of allylic bromides. These brominations often yield mixtures of regioisomers and stereoisomers, illustrating the importance of experimental conditions in organic synthesis.

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