Electrophilic aromatic substitution equilibrium?

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Natalie Yakobian
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Joined: Fri Sep 25, 2015 3:00 am

Electrophilic aromatic substitution equilibrium?

Postby Natalie Yakobian » Wed Feb 24, 2016 10:37 pm

Hi
I was wondering for electrophilic aromatic substitution why is the slow step in equilibrium? \

Thanks!

Chem_Mod
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Re: Electrophilic aromatic substitution equilibrium?

Postby Chem_Mod » Thu Feb 25, 2016 10:38 am

Hi Natalie,

The electrophilic addition is in equilibrium due to the unstable nature of the intermediate species. We are temporarily removing the stabilizing aromatic effect from the aromatic ring (which of course is much less stable than the aromatic one). This is the reactive intermediate, however the reversibility of this step (owing to the unstable nature of the intermediate) puts them in equilibrium.


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