When the following reaction is performed two products are obtained. a. Draw both of the products obtained from the reactin b. explain why both products are obtained and the relative amounts NBS hv
When the following reaction is performed two products are obtained. a. Draw both of the products obtained from the reactin b. explain why both products are obtained and the relative amounts NBS hv
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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![### Educational Content on Bromination Reaction using NBS
In organic chemistry, the bromination of alkenes and aromatic compounds is a fundamental reaction to understand. The image presented demonstrates a reaction where photolysis (represented by \( hv \)) and N-Bromosuccinimide (NBS) are used to perform a bromination reaction.
#### Reaction Details
The substrate for this reaction appears to be an alkylbenzene, specifically containing a propyl group attached to a benzene ring.
**Reagents:**
- \( hv \): Represents light (usually UV light), used to initiate the reaction.
- NBS (N-Bromosuccinimide): A reagent commonly used for selective bromination at the benzylic position.
**Reaction Scheme:**
\[ \text{Substrate} \xrightarrow{hv \, / \, NBS} \text{Products} \]
#### Question Analysis
The question posed in the image is twofold:
1. **Draw both of the products obtained from the reaction.**
2. **Explain why both products are obtained and their relative amounts.**
**Part a: Drawing the Products**
In the presence of light and NBS, the bromination typically occurs at the benzylic position (the carbon adjacent to the benzene ring). Therefore, the expected products are:
- **Product 1**: Bromination occurs at the primary carbon of the propyl group.
\( \text{1-bromo-3-phenylpropane} \)
- **Product 2**: Bromination occurs at the secondary carbon of the propyl group.
\( \text{2-bromo-3-phenylpropane} \)
**Part b: Explanation of Product Formation and Relative Amounts**
When bromination occurs via NBS and light, the formation of products is influenced by the stability of intermediate radicals:
1. **Formation of Radicals**: The light \( hv \) initiates the homolytic cleavage of NBS to generate a bromine radical:
\[ \text{NBS} \xrightarrow{hv} \text{Br}\cdot + \text{Succinimide} \cdot \]
2. **Benzylic Position**:](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fbdafc24a-2ba0-4f52-98f4-ad3f976cc733%2F50acda68-4d09-451e-84f2-3fa4b957b4ee%2Fxr6eizr_processed.jpeg&w=3840&q=75)
Transcribed Image Text:### Educational Content on Bromination Reaction using NBS
In organic chemistry, the bromination of alkenes and aromatic compounds is a fundamental reaction to understand. The image presented demonstrates a reaction where photolysis (represented by \( hv \)) and N-Bromosuccinimide (NBS) are used to perform a bromination reaction.
#### Reaction Details
The substrate for this reaction appears to be an alkylbenzene, specifically containing a propyl group attached to a benzene ring.
**Reagents:**
- \( hv \): Represents light (usually UV light), used to initiate the reaction.
- NBS (N-Bromosuccinimide): A reagent commonly used for selective bromination at the benzylic position.
**Reaction Scheme:**
\[ \text{Substrate} \xrightarrow{hv \, / \, NBS} \text{Products} \]
#### Question Analysis
The question posed in the image is twofold:
1. **Draw both of the products obtained from the reaction.**
2. **Explain why both products are obtained and their relative amounts.**
**Part a: Drawing the Products**
In the presence of light and NBS, the bromination typically occurs at the benzylic position (the carbon adjacent to the benzene ring). Therefore, the expected products are:
- **Product 1**: Bromination occurs at the primary carbon of the propyl group.
\( \text{1-bromo-3-phenylpropane} \)
- **Product 2**: Bromination occurs at the secondary carbon of the propyl group.
\( \text{2-bromo-3-phenylpropane} \)
**Part b: Explanation of Product Formation and Relative Amounts**
When bromination occurs via NBS and light, the formation of products is influenced by the stability of intermediate radicals:
1. **Formation of Radicals**: The light \( hv \) initiates the homolytic cleavage of NBS to generate a bromine radical:
\[ \text{NBS} \xrightarrow{hv} \text{Br}\cdot + \text{Succinimide} \cdot \]
2. **Benzylic Position**:
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