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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Give a complete arrow pushing mechanism to accomplish the major product provided.

### Aldol Condensation Reaction

**Reactants:**

1. **Butan-2-one (Methyl isopropyl ketone):**
   - Structure: A four-carbon chain with a ketone functional group (C=O) on the second carbon.
   
2. **Benzaldehyde:**
   - Structure: A benzene ring attached to an aldehyde group (C=O).

**Reagent:**

- **NaOH (Sodium Hydroxide):** Acts as a base catalyst in the reaction.

**Reaction Arrow:**
- The arrow indicates the direction of the reaction from reactants to product.

**Product:**

- **α,β-Unsaturated Ketone (Chalcone):**
  - Structure: The reaction results in a compound with a conjugated system. The benzene ring is attached to a chain featuring a carbonyl group conjugated with a double bond, formed by the joining of the starting compounds.

**Explanation:**

The aldol condensation reaction involves the reaction between a ketone and an aldehyde in the presence of a base (NaOH). It results in the formation of an α,β-unsaturated carbonyl compound. The base facilitates the deprotonation of the α-hydrogen of the ketone, forming an enolate ion. This ion then attacks the carbonyl carbon of the aldehyde, forming a β-hydroxy ketone intermediate. Upon dehydration, the final unsaturated product is achieved.
Transcribed Image Text:### Aldol Condensation Reaction **Reactants:** 1. **Butan-2-one (Methyl isopropyl ketone):** - Structure: A four-carbon chain with a ketone functional group (C=O) on the second carbon. 2. **Benzaldehyde:** - Structure: A benzene ring attached to an aldehyde group (C=O). **Reagent:** - **NaOH (Sodium Hydroxide):** Acts as a base catalyst in the reaction. **Reaction Arrow:** - The arrow indicates the direction of the reaction from reactants to product. **Product:** - **α,β-Unsaturated Ketone (Chalcone):** - Structure: The reaction results in a compound with a conjugated system. The benzene ring is attached to a chain featuring a carbonyl group conjugated with a double bond, formed by the joining of the starting compounds. **Explanation:** The aldol condensation reaction involves the reaction between a ketone and an aldehyde in the presence of a base (NaOH). It results in the formation of an α,β-unsaturated carbonyl compound. The base facilitates the deprotonation of the α-hydrogen of the ketone, forming an enolate ion. This ion then attacks the carbonyl carbon of the aldehyde, forming a β-hydroxy ketone intermediate. Upon dehydration, the final unsaturated product is achieved.
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