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When cyclic ketones are treated with acidified KMnO4 , 2oxo - Hexanoicacid is produced. Why is it so. Why degradtation acc. to simple popoff's rule is not followed to form a dibasic acid???

Swapnil Saxena , 14 Years ago
Grade 11
anser 1 Answers
Aman Bansal

Dear Swapnil,

aldehydes can be converted to rcooh as more reactive but ketones get oxidised under drastic condition

by a rule popoffs

ketones are oxidised by conc hno3 acidified kmno4

during oxidation of ketone carbonyl bond and alpha carbon bond is broken and oxidised to respective carboxylics

fragment containing carbonyl bond forms major part (95%)

other forms minorbut the case is reversed if non carboyl part contains conjugations

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