(a)
Interpretation:
The mechanism and the major organic product for the given reaction are to be drawn.
Concept introduction:
Migratory Aptitude in a Baeyer–Villiger Oxidation:
Answer to Problem 21.60P
The mechanism and the major organic product for the given reaction are:
Explanation of Solution
The given reaction is:
The ketone, substrate in the reaction, is asymmetrical ketone. carbonyl C is bonded to a primary alkyl group and an aryl group. According to migratory aptitude, the aryl group has greater migratory aptitude, so its bond will prefentially break.
In this reaction, an O atom from the acid is inserted between carbonyl C and phenyl group, initially bonded to the carbonyl C. C=O is activated by
The complete mechanism and the ester formed as a product for the reaction are:
The mechanism and the product for the reaction are drawn on the basis of the given reaction conditions.
(b)
Interpretation:
The mechanism and the major organic product for the given reaction are to be drawn.
Concept introduction:
Migratory Aptitude in a Baeyer–Villiger Oxidation:
Answer to Problem 21.60P
The mechanism and the major organic product for the given reaction are:
Explanation of Solution
The given reaction is:
The ketone, substrate in the reaction, is asymmetrical ketone. carbonyl C is bonded to a H atom and an aryl group. According to the migratory aptitude, the H atom has greater migratory aptitude, so its bond will prefentially break.
In this reaction, an O atom from the acid is inserted between carbonyl C and the H atom, initially bonded to carbonyl C. C=O is activated by
The complete mechanism and the ester formed as a product for the reaction are:
The mechanism and the product for the reaction are drawn on the basis of given reaction conditions.
(c)
Interpretation:
The mechanism and the major organic product for the given reaction are to be drawn.
Concept introduction:
Migratory Aptitude in a Baeyer–Villiger Oxidation:
Answer to Problem 21.60P
The mechanism and the major organic product for the given reaction are:
Explanation of Solution
The given reaction is:
The ketone, substrate in the reaction, is asymmetrical ketone. carbonyl C is bonded to a primary alkyl group and tertiary alkyl group. According to migratory aptitude, the tertiary alkyl group has greater migratory aptitude, so its bond will prefentially break.
In this reaction an O atom from the acid is inserted between carbonyl C and the tertiary alkyl group, initially bonded to carbonyl C. C=O is activated by
The complete mechanism and the ester formed as a product for the reaction are:
The mechanism and the product for the reaction are drawn on the basis of given reaction conditions.
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Chapter 21 Solutions
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