Posts Tagged ‘aromatic’

Aromatic electrophilic substitution. A different light on the bromination of benzene.

Wednesday, March 12th, 2014

My previous post related to the aromatic electrophilic substitution of benzene using as electrophile phenyl diazonium chloride. Another prototypical reaction, and again one where benzene is too inactive for the reaction to occur easily, is the catalyst-free bromination of benzene to give bromobenzene and HBr. 

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Aromatic electrophilic substitution: a different way of predicting regiospecificity

Saturday, April 4th, 2009


Every introductory course or text on aromatic electrophilic substitution contains an explanation along the lines of the resonance diagram shown below. With an o/p directing group such as NH2, it is argued that negative charge accumulates in those positions as a result of the resonance structures shown.

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