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Nucleophilic attack by the carbonyl on the peroxyacid.   The carbonyl group is reformed with simultaneous migration of an alkyl group.   The nucelophilic attack on the carbonyl group by the peroxyacid.  A proton transfer.   Save for LaterSubmit Answer

Question

Nucleophilic attack by the carbonyl on the peroxyacid.   The carbonyl group is reformed with simultaneous migration of an alkyl group.   The nucelophilic attack on the carbonyl group by the peroxyacid.  A proton transfer.   Save for LaterSubmit Answer

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Solution

It seems like you're describing the steps of a Baeyer-Villiger Oxidation, but your question is not clear. Here's a general step-by-step process for a Baeyer-Villiger Oxidation:

  1. Nucleophilic attack by the carbonyl oxygen on the peroxyacid: The carbonyl oxygen of the ketone or aldehyde attacks the electrophilic peracid (usually MCPBA or m-CPBA), forming a tetrahedral intermediate.

  2. Proton transfer: A proton is transferred from the oxygen of the peracid to the oxygen of the carbonyl, stabilizing the negative charge.

  3. Migration of an alkyl group: The alkyl group adjacent to the carbonyl carbon migrates to the oxygen carrying the extra proton. This migration can be either of the alkyl or aryl group attached to the carbonyl carbon. The migrating group is usually the one that can best stabilize a positive charge.

  4. The carbonyl group is reformed: The carbonyl group is reformed, and a carboxylic acid is released.

  5. The final product is an ester (from a ketone) or a carboxylic acid (from an aldehyde).

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