The reaction shown here is called the pinacol rearrangement. A carbocation rearrangement is believed to be involved. (a) Propose a reasonable mechanism for this reaction. (b) Suggest why the carbocation rearrangement is favorable. HO ОН

The reaction shown here is called the pinacol rearrangement. A carbocation rearrangement is believed to be involved. (a) Propose a reasonable mechanism for this reaction. (b) Suggest why the carbocation rearrangement is favorable. HO ОН

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions

Section30.SE: Something Extra

Problem 14MP: Plastic photochromic sunglasses are based on the following reversible rearrangement of a dye inside...

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Question

The reaction shown here is called the pinacol
rearrangement. A carbocation rearrangement is believed
to be involved. (a) Propose a reasonable mechanism for
this reaction. (b) Suggest why the carbocation
rearrangement is favorable.
HO
ОН

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