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Topic: benzylic bromination  (Read 3916 times)

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Offline Ak

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benzylic bromination
« on: July 19, 2008, 05:43:02 PM »
does benzylic bromination by N-bromosuccinide (NBS) in the presence of benzoyl peroxide need a hydrogen on the benzylic carbon, or can it be a quaternary carbon.  Thanks

Offline spirochete

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Re: benzylic bromination
« Reply #1 on: July 19, 2008, 05:53:01 PM »
Benzylic bromination relies on benzylic hydrogens.  Draw resonance structures for the intermediates of both reactions and you'll see why.



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