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Topic: Electrophilic Aromatic Substition  (Read 1400 times)

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Offline mattp

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Electrophilic Aromatic Substition
« on: October 11, 2016, 05:36:12 PM »
Hello everyone,

I am looking up at the SEAR of acetanilide with bromine to give p-Bromoacetanilide.
In my protocol they use acetic acid to dissolve the acetanilide. Im a wondering if it wouldn't also "activate" the heterolytic fission of Br2 al we also dissolve bromine in some acetic acid. If so, how does this happen ?

Also, the protocol states that at low temperatures the para position is preferred rather than the ortho position and i was wondering why as a low temp the amide next to the phenyl group rotates less and so we would get less steric hindrance than at high temp?

Many thanks!

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