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19 Mar 2009 14:39:59 IST
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Oxidation of 1propyl benzene
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 can n-propyl benzene be oxidized by air followed by H+ to give benzaldehyde? If so, what is the by product?(is ethanol/ethanal a possible by product)


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Madhusudan Chavan's Avatar

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Joined: 9 Mar 2007
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24 Mar 2009 20:21:11 IST
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Air oxidation of n-propyl benzene is not reported.I think you are thinking on lines of oxidation of cummene to phenol with acetone as by product.The mechanism of oxidation of cummene to phenol is uncertain, but it probably involves 1,2-shift of phenyl group ( on the lines of Baeyer Villiger oxidation). Working on similar lines if we were to oxidise n-propyl benzene the product should be phenol and propanal( propionaldehyde).  In case of alkyl benzenes being oxidised by KMnO4, the product is benzoic acid irrespective of length of chain.You can work on the lines of Etard reaction to get benzaldehyde.




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