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Chemistry 24 Online
OpenStudy (anonymous):

could someone help..

OpenStudy (anonymous):

OpenStudy (photon336):

|dw:1454554702366:dw| There's obvious an intramolecular attack from the NH2 to form the ringed structure, but the confusing part is how, well it appears that the position of bromine is switched to a neighboring carbon.

OpenStudy (photon336):

I'm not sure really how the positions are shifted for bromine and nitrogen but it might be due to the fact that you form a 6 member ring. But in the first part, I believe that the acid causes cleavage of the ester. it's possible somewhere the two positions shift, then again not sure if this is the case, but i'm guessing that it's pretty clear an intramolecular attack from the nitrogen happens followed by re-formation of the carbonyl. |dw:1454555171166:dw|

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