In the Baeyer-Villiger oxidation of an unsymmetrical ketone to an ester, the regioselectivity is determined by the migratory aptitude of the groups attached to the carbonyl. What is the correct relati

Question

In the Baeyer-Villiger oxidation of an unsymmetrical ketone to an ester, the regioselectivity is determined by the migratory aptitude of the groups attached to the carbonyl. What is the correct relative migratory order?

Prashant Kotian · Accepted Answer

Correct answer: A,C,D. In the Baeyer-Villiger oxidation, the group that migrates is the one better able to stabilize a partial positive charge during the transition state. The established migratory aptitude order is: Tertiary Alkyl > Secondary Alkyl > Primary Alkyl > Methyl. Hydrogen migrates very readily (making aldehydes yield carboxylic acids). Therefore, A, C, and D are correct, while B is false.

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