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The following reaction is called the pinacol rearrangement. The reaction begins with an
Chapter 7, Problem 7-74(choose chapter or problem)
The following reaction is called the pinacol rearrangement. The reaction begins with an acid-promoted ionization to give a carbocation. This carbocation undergoes a methyl shift to give a more stable, resonance-stabilized cation. Loss of a proton gives the observed product. Propose a mechanism for the pinacol rearrangement.
Questions & Answers
QUESTION:
The following reaction is called the pinacol rearrangement. The reaction begins with an acid-promoted ionization to give a carbocation. This carbocation undergoes a methyl shift to give a more stable, resonance-stabilized cation. Loss of a proton gives the observed product. Propose a mechanism for the pinacol rearrangement.
ANSWER:
Step 1 of 3
Pinacol is a 1,2-diol. The first step of the rearrangement is the protonation of the pinacol to molecule in presence of .