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What product would you expect from Claisen rearrangement of 2-butenyl phenyl ether?

User Dudi
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Final answer:

The Claisen rearrangement of 2-butenyl phenyl ether would result in the formation of 2-phenyl-2-butanol.

Step-by-step explanation:

The Claisen rearrangement of 2-butenyl phenyl ether would result in the formation of 2-phenyl-2-butanol.

The Claisen rearrangement is a base-catalyzed reaction that involves the rearrangement of an ester with another carbonyl compound. In this case, 2-butenyl phenyl ether acts as the ester and rearranges to form a new product.

Here is the step-by-step mechanism:

  1. The base abstracts a proton from one of the alpha carbons of the ester, forming an enolate ion.
  2. The enolate ion undergoes a 1,2-alkyl shift, resulting in a new carbonyl compound.
  3. The protonation of the carbonyl compound leads to the formation of the final product.

In the case of 2-butenyl phenyl ether, the ester undergoes a Claisen rearrangement to form 2-phenyl-2-butanol as the final product.

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