19please try!!!!!!
i just hope that someone will be able to answer the question this time------------------why does baeyer villiger oxidation of 1,2 diketones yield anhydrides???????
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14 Answers
1i had read in arihant tat in BVO one oxygen atom is inserted wid less hindered side but in 1,2 di keto there is same on both side tat result in an anhydride
19GIVE SOME SENSIBLE ANSWER!!!!! I DON'T WANT SUCH STUPID ANSWERS!!!!!!
19hello eureka.........this is not a proper answer because this is not at all related to migratory aptitude......that would have made the matter simpler!!!!
1i think u r too stupid to ask such question if u know the mech. of b.v. oxidation it will sure give a anhydride if u don't know much about b.v. oxidation check out http://www.organic-chemistry.org/namedreactions/baeyer-villiger-oxidation.shtm
19@ankur.....if the question had been such a sitter i would have never bothered asking it in such a way!!!!!!!!! you better check out, because this is an exceptional part of the reaction which has not been explained in any higher level text book!!!!!!!! i had searched the site you have mentioned a thousand and one times before posting the question!!!!!! so better know something more and then comment like a stupid!!!!!! the link you have mentioned has simply no trace of 1,2 diketones!!!!!!!!
24this is one of the best unsolved problems..........either i am toooo bad in organic or u r too good..bcoz even after spending 2hrs searching in library for this reaction i havent got the answer...
plzz debtosh ..reveal the answer.. [2]
19that was the same thing i did......for some days more than you did!!!!
..........you can think of this reaction in terms of energy barrier....actually the mutual repulsion of the positive charges on the carbonyl carbons raises the initial p.e. of the 1,2 diketone to a high extent.....thereby not allowing the usual rupture of bonds.... once the peracid attacks and the peroxo leaving group is ready for departure the other carbonyl carbon(unattacked) , already electron deficient due to the electroneg of oxygen, does not want to stay in such high energy condition and hence prefers to leave the site and migrate as an acyl group !!!!!!!
24hmm..........btw from which boook did u get such a good explaination ??
3i think organic might have understood the mechanism and then she build it.