Allylic bromination of alkanes using NBS

by James

Description: When treated with N-bromosuccinimide (NBS) and light (hν) alkyl groups adjacent to alkenes will be converted into alkyl bromides.
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{ 7 comments… read them below or add one }

Ola July 5, 2012 at 8:13 am

In the subject of this post you have written alkanes and these are, I think alkenes.

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DIVYA September 7, 2012 at 5:33 am

what is the reagent used in allylic bromination of CH3CH2CH=CH2

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james September 8, 2012 at 7:11 pm

NBS, just like in this example.

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Remo September 13, 2012 at 5:00 am

Hey I think you are wrong because in the third and fourth reaction from top you forgot allylic rearrangement

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james September 13, 2012 at 10:18 am

Good point! This should be updated to reflect the potential for allylic rearrangement.

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Raj October 10, 2012 at 11:12 am

Hey from where exactly are you getting the HBr

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james October 10, 2012 at 11:26 am

The dirty secret with this reaction is that it works best with slightly impure NBS, which contains HBr.

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