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Topic: NBS bromination  (Read 3786 times)

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Offline shome_123

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NBS bromination
« on: December 24, 2012, 11:58:28 PM »
Hii everybody,
I am performing the allylic bromination of 4-nitro-2-p-tolylisoindoline-1,3-dione using NBS, Benzoyl peroxide in CCl4.I am using crystallized NBS (not commercial yellow one). I am not sure about the anhydrous CCl4 because its not freshly prepared by me. The reaction generates succinimide as it floats in the CCl4 the reaction mixture is slightly yellowish color. But i am confused that the reaction is not proceeding to any extent according to TLC.

Offline sankalpmittal

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Re: NBS bromination
« Reply #1 on: December 25, 2012, 09:14:20 AM »
Hii everybody,
I am performing the allylic bromination of 4-nitro-2-p-tolylisoindoline-1,3-dione using NBS, Benzoyl peroxide in CCl4.I am using crystallized NBS (not commercial yellow one). I am not sure about the anhydrous CCl4 because its not freshly prepared by me. The reaction generates succinimide as it floats in the CCl4 the reaction mixture is slightly yellowish color. But i am confused that the reaction is not proceeding to any extent according to TLC.

http://www.organic-chemistry.org/chemicals/oxidations/n-bromosuccinimide-nbs.shtm

http://en.wikipedia.org/wiki/N-Bromosuccinimide

Does these help ?

Offline discodermolide

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Re: NBS bromination
« Reply #2 on: December 25, 2012, 10:27:56 AM »
This is your molecule?
Where is the allylic carbon that you are trying to brominate. I do not see one!
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