3
Question
The compound (C) and the reaction involving the conversion of (B) to (C) are:
The compound (C) and the reaction involving the conversion of (B) to (C) are:
 |
Baeyer-Villiger oxidation |
 |
Free radical substitution |
 |
Baeyer-Villiger oxidation |
 |
Free radical substitution |
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Solution
The correct option is A
Baeyer-Villiger oxidation
Nitrile on reacting with grignard reagent forms imine compound which on acid hydrolysis yield keto compound.
Keto group on reacting with peroxy acid, it get oxidised to ester compound.
In this reaction, the oxygen from peroxy acid is getting inserted between the ketone and the R group.
This reaction is called Baeyer- Villiger oxidation.
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
Hence, in this keto compound 'O' is inserted between tertiary alkyl group and keto group.
|
Baeyer-Villiger oxidation |
Nitrile on reacting with grignard reagent forms imine compound which on acid hydrolysis yield keto compound.
Keto group on reacting with peroxy acid, it get oxidised to ester compound.
In this reaction, the oxygen from peroxy acid is getting inserted between the ketone and the R group.
This reaction is called Baeyer- Villiger oxidation.
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
Hence, in this keto compound 'O' is inserted between tertiary alkyl group and keto group.
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