🥼organic chemistry review

Hydride shift

Written by the Fiveable Content Team • Last updated September 2025
Written by the Fiveable Content Team • Last updated September 2025

Definition

A hydride shift is a rearrangement process where a hydrogen atom with its pair of electrons moves from one carbon to an adjacent carbocation center, stabilizing the molecule during electrophilic additions. This mechanism is key in understanding how carbocations can rearrange to form more stable intermediates in reactions involving alkenes.