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Topic: About oxidation of alkylbenzene ?  (Read 2668 times)

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Offline shalikadm

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About oxidation of alkylbenzene ?
« on: June 02, 2012, 02:39:31 AM »
We have taught that there must be a directly bound H atom to the C atom which is bound to the benzene ring to oxidize alkylbezene(benzene ring-CH3) with strong oxidants (H+/KHmO4 heat )unlike non-alkylebenzene(benzene ring-C≡CH)

1.Do we need such thing (a directly bound H atom to the C atom which is bound to the benzene ring) to oxidize alkylbezene with alkaline KMnO4 to get benzoate ion ?

2.It says that we can oxidize toluene with soft oxidants (MnO2) to get benzaldehyde.Can we get benzaldehyde from any  alkyl or non-alkyl benzene with soft oxidants ?

Offline discodermolide

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Re: About oxidation of alkylbenzene ?
« Reply #1 on: June 02, 2012, 02:48:29 AM »
We have taught that there must be a directly bound H atom to the C atom which is bound to the benzene ring to oxidize alkylbezene(benzene ring-CH3) with strong oxidants (H+/KHmO4 heat )unlike non-alkylebenzene(benzene ring-C≡CH)

1.Do we need such thing (a directly bound H atom to the C atom which is bound to the benzene ring) to oxidize alkylbezene with alkaline KMnO4 to get benzoate ion ?

2.It says that we can oxidize toluene with soft oxidants (MnO2) to get benzaldehyde.Can we get benzaldehyde from any  alkyl or non-alkyl benzene with soft oxidants ?


1. Yes you require a CH species on the carbon attached to the aromatic ring.
2. The benzylic carbon atom will be the one which is oxidized, all other things being equal. MnO2 should do this and stop without further oxidation to the acid.
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Offline shalikadm

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Re: About oxidation of alkylbenzene ?
« Reply #2 on: June 02, 2012, 02:53:46 AM »
thanks for the quick reply

Offline canadapolar

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Re: About oxidation of alkylbenzene ?
« Reply #3 on: June 04, 2012, 04:23:58 AM »
Thank you, this was helpful for me, too.

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