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 complete stepwise mechanism for the acid-catalyzed hydration of the alkene shown below. You must show the structures of all intermediates and indicate electron flow with curly arrows.

### Hydration of Methylcyclopentene

This diagram illustrates the acid-catalyzed hydration reaction of methylcyclopentene in the presence of hydronium ion (\( \text{H}_3\text{O}^+ \)) and tetrahydrofuran (THF) as solvent. 

#### Reactants:
- **Methylcyclopentene**: This is the starting alkene with a double bond and a methyl group attached to a five-membered ring.

#### Reaction Conditions:
- **Hydronium Ion (\( \text{H}_3\text{O}^+ \))**: Acts as an acidic catalyst to facilitate the reaction.
- **THF (Tetrahydrofuran)**: Serves as the solvent to dissolve reactants and products, providing a medium for the reaction.

#### Product:
- **Alcohol**: The alkene is converted into an alcohol, with the OH group added to the former alkene carbon.

This transformation involves the addition of water across the double bond. The result is a more substituted alcohol due to the stability of the carbocation intermediate formed during the reaction.
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Transcribed Image Text:### Hydration of Methylcyclopentene This diagram illustrates the acid-catalyzed hydration reaction of methylcyclopentene in the presence of hydronium ion (\( \text{H}_3\text{O}^+ \)) and tetrahydrofuran (THF) as solvent. #### Reactants: - **Methylcyclopentene**: This is the starting alkene with a double bond and a methyl group attached to a five-membered ring. #### Reaction Conditions: - **Hydronium Ion (\( \text{H}_3\text{O}^+ \))**: Acts as an acidic catalyst to facilitate the reaction. - **THF (Tetrahydrofuran)**: Serves as the solvent to dissolve reactants and products, providing a medium for the reaction. #### Product: - **Alcohol**: The alkene is converted into an alcohol, with the OH group added to the former alkene carbon. This transformation involves the addition of water across the double bond. The result is a more substituted alcohol due to the stability of the carbocation intermediate formed during the reaction.
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