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  • Cyclohexene Ozonolysis: Reaction, Mechanism & Products
    The ozonolysis of cyclohexene results in the formation of hexanedial (also known as adipaldehyde).

    Here's a breakdown of the reaction:

    1. Ozonolysis: Ozone (O3) reacts with the double bond in cyclohexene, forming a cyclic molozonide intermediate. This intermediate is unstable and quickly rearranges to form an ozonide.

    2. Ozonide Reduction: The ozonide is then reduced with a reducing agent like zinc and acetic acid or dimethyl sulfide. This reduction cleaves the ozonide, breaking the double bond and forming two carbonyl groups.

    Overall Reaction:

    Cyclohexene + O3 → Hexanedial

    Mechanism:

    ```

    O

    ||

    O - O

    |

    C - C - C - C - C - C

    |

    O

    ||

    O - O

    ```

    Products:

    The final product of cyclohexene ozonolysis is hexanedial:

    ```

    O=C-H

    |

    C - C - C - C - C - H

    |

    O=C-H

    ```

    Key Points:

    * Ozonolysis is a powerful tool for cleaving double bonds and forming carbonyl compounds.

    * The specific reducing agent used can affect the yield and selectivity of the reaction.

    * Hexanedial is a useful intermediate for organic synthesis.

    Let me know if you'd like more detail on any aspect of the reaction!

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