Chemistry
Chemistry
10th Edition
ISBN: 9781305957404
Author: Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher: Cengage Learning
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Draw a detailed reaction coordinate diagram for the reaction. Include transitions states and/ or intermediates that are formed
### Reaction Overview

The image depicts a chemical reaction involving the transformation of a chlorinated alkane into an iodinated alkane. This reaction is known as a halogen exchange or Finkelstein reaction. 

### Reactants and Products

- **Reactant**: 
  - The compound on the left is a chlorinated alkane. It is a secondary alkyl chloride, specifically 2-chloropropane, with the molecular formula of C3H7Cl.
  - Notation: Me represents a methyl group (CH3), and Cl indicates a chlorine atom attached to the carbon chain.
  
- **Reagent**: 
  - Sodium iodide (NaI) is used as the reagent in the reaction. 
  - The reaction takes place in dimethylformamide (DMF), a polar aprotic solvent, at 60°C.

- **Product**: 
  - The compound on the right is an iodinated alkane, 2-iodopropane, with the molecular formula of C3H7I.
  - In the product, the iodine atom (I) replaces the chlorine atom.

### Process Explanation

1. **Mechanism Type**: This is a nucleophilic substitution reaction (SN2). 
2. **Solvent Role**: DMF, as a polar aprotic solvent, facilitates the reaction by solubilizing both the polar sodium iodide and the organic compound.
3. **Temperature**: The reaction is conducted at an elevated temperature of 60°C to increase the reaction rate.

This type of reaction is practical for converting less reactive halides into more reactive ones, optimizing them for further chemical synthesis applications.
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Transcribed Image Text:### Reaction Overview The image depicts a chemical reaction involving the transformation of a chlorinated alkane into an iodinated alkane. This reaction is known as a halogen exchange or Finkelstein reaction. ### Reactants and Products - **Reactant**: - The compound on the left is a chlorinated alkane. It is a secondary alkyl chloride, specifically 2-chloropropane, with the molecular formula of C3H7Cl. - Notation: Me represents a methyl group (CH3), and Cl indicates a chlorine atom attached to the carbon chain. - **Reagent**: - Sodium iodide (NaI) is used as the reagent in the reaction. - The reaction takes place in dimethylformamide (DMF), a polar aprotic solvent, at 60°C. - **Product**: - The compound on the right is an iodinated alkane, 2-iodopropane, with the molecular formula of C3H7I. - In the product, the iodine atom (I) replaces the chlorine atom. ### Process Explanation 1. **Mechanism Type**: This is a nucleophilic substitution reaction (SN2). 2. **Solvent Role**: DMF, as a polar aprotic solvent, facilitates the reaction by solubilizing both the polar sodium iodide and the organic compound. 3. **Temperature**: The reaction is conducted at an elevated temperature of 60°C to increase the reaction rate. This type of reaction is practical for converting less reactive halides into more reactive ones, optimizing them for further chemical synthesis applications.
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