Substitution (SN1) with hydride shift
Description: 1,2-hydride shifts can occur during substitution reactions if an unstable carbocation is formed next to a tertiary carbon.
The rest of this page is available to MOC Members only.
To get access to this page, plus over 1500 quizzes, the Reaction Encyclopedia, Org 1 / Org 2 summary sheets, and flashcards, sign up here for only 30 cents/ day!
Hi! Thanks for this great website. The question is… in the ‘quiz yourself 1’, why does not occur the alkyl shift?
Hi! – generally speaking, H migrates preferentially to alkyl; mostly because it’s smaller, and it doesn’t have as many potential conformations that can create steric obstacles to migration.