Question

Above reaction is a Baeyer Villiger rearrangement of an asymmetric ketone with magnesium monoperoxypthalate hexahydrate (in the drawing , $M{g}^{+2}$ is omitted for clearity). Identify the major product.

• A.
• B.
• C.
• D.

Answer 1

The correct option is B

In Baeyer-Villiger oxidation, the aldehyde is oxidised to carboxylic acid and the ketone is oxidised to ester group.
In this reaction, the oxygen from peroxy acid is getting inserted between the carbonyl group and H of an aldehyde and
the 'R' of ketone.
If it is a unsymmetrical ketone, then, ‘O’ insertion occurs between the carbonyl group and the R group which have higher migratory aptitude.
The order of migratory aptitude in Baeyer villiger oxidation is
$H>3^o>2^o>Ph>1^o>C{H}_3$

Since, tertiary alkyl has more migratory power, the $O$ is inserted between carbonyl and tertiary alkyl.

Hence, option (b) is correct.