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Pinacol Rearrangement

  • Page ID
    40873
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    The pinacol rearrangement is the acid-catalyzed dehydration of glycols, which converts the glycol into an aldehyde or a ketone.

    eg:

    pinacolrearrangement1.png

    Mechanism:

    pinacolrearrangement2.png

    Pinacol rearrangement is regioselective; the major or only product is derived from the rearrangement of the more stable carbocation.

    eg:

    pinacolrearrangement3.png

    mechanism:

    pinacolrearrangement4.png


    This page titled Pinacol Rearrangement is shared under a All Rights Reserved (used with permission) license and was authored, remixed, and/or curated by Gamini Gunawardena via source content that was edited to the style and standards of the LibreTexts platform; a detailed edit history is available upon request.

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