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Chemistry LibreTexts

Pinacol Rearrangement

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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.

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