Anthracene + Maleic anhydride Xylenes reflux, 30 mins. 9,10-dihydroanthracene- -9,10-a,ß-succinic anhydride

Chemistry
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ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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What is the mechanism of the reaction below.
### Diels-Alder Reaction Overview

**Reactants**:
- **Anthracene**: A polycyclic aromatic hydrocarbon composed of three fused benzene rings in a linear arrangement.
- **Maleic anhydride**: An organic compound with a cyclic anhydride functional group.

**Reaction Conditions**:
- **Solvent**: Xylenes
- **Time**: 30 minutes
- **Process**: Reflux

**Product**:
- **9,10-Dihydroanthracene-9,10-α,β-succinic anhydride**: The product forms as a result of a Diels-Alder reaction, which is a cycloaddition between the conjugated diene (anthracene) and the dienophile (maleic anhydride).

### Reaction Mechanism
- **Diels-Alder Reaction**: This is a classic example of a [4+2] cycloaddition reaction, where the π electrons from the diene and dienophile interact to form a six-membered ring.

### Diagram Explanation
The diagram illustrates the chemical structures of the reactants and the resultant adduct. The arrangement shows anthracene and maleic anhydride on the left, with an arrow indicating the reaction conditions leading to the formation of the adduct on the right.
Transcribed Image Text:### Diels-Alder Reaction Overview **Reactants**: - **Anthracene**: A polycyclic aromatic hydrocarbon composed of three fused benzene rings in a linear arrangement. - **Maleic anhydride**: An organic compound with a cyclic anhydride functional group. **Reaction Conditions**: - **Solvent**: Xylenes - **Time**: 30 minutes - **Process**: Reflux **Product**: - **9,10-Dihydroanthracene-9,10-α,β-succinic anhydride**: The product forms as a result of a Diels-Alder reaction, which is a cycloaddition between the conjugated diene (anthracene) and the dienophile (maleic anhydride). ### Reaction Mechanism - **Diels-Alder Reaction**: This is a classic example of a [4+2] cycloaddition reaction, where the π electrons from the diene and dienophile interact to form a six-membered ring. ### Diagram Explanation The diagram illustrates the chemical structures of the reactants and the resultant adduct. The arrangement shows anthracene and maleic anhydride on the left, with an arrow indicating the reaction conditions leading to the formation of the adduct on the right.
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