One of the two possible rearrangements of the parent ion of 2-methyl-3-pentanol is more likely than the other. Which rearrangement is more likely, and explain why there is a difference?
Wagner-Meerwein rearrangements are 1,2-Hydride shifts or 1,2-alkyl shifts which occur with carbocations if such a rearrangement leads to a more stable carbocation. These shifts are driven by thermodynamic control and they become feasible when a less substituted carbocation can rearrange to a more substituted one.
Answer and Explanation:
Consider the parent ion of 2-methyl-3-pentanol which can rearrange via two modes. The rearrangement of carbocation A to B is not favored because a...
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from Organic Chemistry: Help & ReviewChapter 3 / Lesson 26