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Question

In the given reaction CH3CH2CO−CH3CF3COOOH−−−−−−−−→(X),
(X) will be:

A
CH3COOCH2CH3
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B
CH3CH2COOH
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C
CH3CH2CHO
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D
CH3CH2COOCH3
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Solution

The correct option is A CH3COOCH2CH3
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>3o>2o>Ph>1o>CH3
Since, primary has more migratory aptitude, the O from peroxy acid insert between carbonyl and primary alkyl group.
The product X is CH3COOCH2CH3 and the reaction is:
CH3CH2COCH3CF3COOOH−−−−−−−CH3COOCH2CH3

Peroxy acids such as trifluoroperbenzoic acid are used to oxidize aliphatic ketones to esters.

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