The regiochemical outcome by drawing resonance structures of the electrophilic aromatic substitution of pyridine intermediate produced from the attack at C2, at C3 and at C4 has to be justified Concept Introduction : Electrophilic aromatic substitution is a reaction in which the hydrogen atom of an aromatic ring is replaced as a result of an electrophilic attack on the aromatic ring. Here are three general steps to an electrophilic aromatic substitution. 1) Generation of an electrophile 2) Attack of the electrophile on the aromatic ring, creating a resonance-stabilized carbocation called an arenium ion. It loses aromaticity in this step, so the energy of activation is high. Furthermore, this is the rate-determining step of the reaction because of the disruption of aromaticity. The arenium ion is a hybrid resonance structure. There are three general resonance contributors of an arenium ion. 3) Deprotonation of the arenium ion by a weak base to regain aromaticity To find: Get the regiochemical outcome by drawing resonance structures of the electrophilic aromatic substitution of pyridine intermediate produced from the attack at C2, at C3 and at C4

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Chapter 23.12, Problem 34CC

Interpretation Introduction

Interpretation: The regiochemical outcome by drawing resonance structures of the electrophilic aromatic substitution of pyridine intermediate produced from the attack at C2, at C3 and at C4 has to be justified

Concept Introduction:

Electrophilic aromatic substitution is a reaction in which the hydrogen atom of an aromatic ring is replaced as a result of an electrophilic attack on the aromatic ring. Here are three general steps to an electrophilic aromatic substitution.

1) Generation of an electrophile

2) Attack of the electrophile on the aromatic ring, creating a resonance-stabilized carbocation called an arenium ion. It loses aromaticity in this step, so the energy of activation is high. Furthermore, this is the rate-determining step of the reaction because of the disruption of aromaticity. The arenium ion is a hybrid resonance structure. There are three general resonance contributors of an arenium ion.

3) Deprotonation of the arenium ion by a weak base to regain aromaticity

To find: Get the regiochemical outcome by drawing resonance structures of the electrophilic aromatic substitution of pyridine intermediate produced from the attack at C2, at C3 and at C4

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