## Reaction Analysis and Product Determination### ExerciseConsider the following reaction. Draw the product(s), and if more than one product is formed, determine which one is the major one. Discuss your reasons!### Reaction Scheme- **Reactants:** - Benzyl chloride with a chiral center - Diaza compound (likely diazabicyclooctane, commonly known as DABCO) - Solvent: Dimethyl sulfoxide (DMSO)The reactants are shown in the chemical equation below:![Reactants](image_placeholder)\[ \text{Reactant: Benzyl chloride} + \text{DABCO} \underset{\text{solvent}}{\stackrel{\text{DMSO}}{\longrightarrow}} \text{Product(s)} \]### Detailed Explanation1. **Reactant Structures:** - The first reactant is a benzyl chloride derivative with a chiral center, indicated by the wedge notation. - The second reactant is a diaza compound with a bicyclic structure, commonly known as DABCO.2. **Solvent:** - DMSO is commonly used as an aprotic solvent to facilitate SN2 reactions.### Mechanistic InsightThis reaction is likely proceeding through an SN2 mechanism:- **Nucleophile:** DABCO acts as a strong nucleophile due to its nitrogen atoms.- **Electrophile:** The benzylic carbon bonded to the chlorine in the benzyl chloride is prone to nucleophilic attack.### Product(s)**Major Product Formation:**- The nucleophilic nitrogen from DABCO will attack the benzylic carbon, displacing the chloride ion.- Given the SN2 mechanism, the attack will lead to inversion of configuration at the chiral center.### Drawing the Major ProductThe major product will have the following features:- Benzyl group attached to a nitrogen from the diaza compound.- Inverted configuration at the chiral center compared to the starting material.### Discussion- **Reason for Major Product:** - DABCO is a strong nucleophile, favoring an SN2 pathway. - DMSO, being an aprotic solvent, stabilizes the transition state and enhances nucleophilicity. **Therefore, the product with inverted configuration at the chiral center is the major product.**

In presence of a base if the substrate contains readily accessible leaving group, it used to go for…

Answered: Consider the following reaction. Draw…

Consider the following reaction. Draw the product (s) and if more than one product is formed determine which one is the major one. Discuss your reasons! CI DMSO

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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Question

## Reaction Analysis and Product Determination

### Exercise

Consider the following reaction. Draw the product(s), and if more than one product is formed, determine which one is the major one. Discuss your reasons!

### Reaction Scheme

- **Reactants:**
- Benzyl chloride with a chiral center
- Diaza compound (likely diazabicyclooctane, commonly known as DABCO)
- Solvent: Dimethyl sulfoxide (DMSO)

The reactants are shown in the chemical equation below:

![Reactants](image_placeholder)

\[ \text{Reactant: Benzyl chloride} + \text{DABCO} \underset{\text{solvent}}{\stackrel{\text{DMSO}}{\longrightarrow}} \text{Product(s)} \]

### Detailed Explanation

1. **Reactant Structures:**
- The first reactant is a benzyl chloride derivative with a chiral center, indicated by the wedge notation.
- The second reactant is a diaza compound with a bicyclic structure, commonly known as DABCO.

2. **Solvent:**
- DMSO is commonly used as an aprotic solvent to facilitate SN2 reactions.

### Mechanistic Insight

This reaction is likely proceeding through an SN2 mechanism:
- **Nucleophile:** DABCO acts as a strong nucleophile due to its nitrogen atoms.
- **Electrophile:** The benzylic carbon bonded to the chlorine in the benzyl chloride is prone to nucleophilic attack.

### Product(s)

**Major Product Formation:**
- The nucleophilic nitrogen from DABCO will attack the benzylic carbon, displacing the chloride ion.
- Given the SN2 mechanism, the attack will lead to inversion of configuration at the chiral center.

### Drawing the Major Product

The major product will have the following features:
- Benzyl group attached to a nitrogen from the diaza compound.
- Inverted configuration at the chiral center compared to the starting material.

### Discussion

- **Reason for Major Product:**
- DABCO is a strong nucleophile, favoring an SN2 pathway.
- DMSO, being an aprotic solvent, stabilizes the transition state and enhances nucleophilicity.

**Therefore, the product with inverted configuration at the chiral center is the major product.**

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