Reason for why electrophilic aromatic substitution reaction occurs at C − 2 position rather than at C − 3 position in furan has to be explained. Concept Introduction: Electrophiles are electron deficient species. In Electrophilic substitution reaction a group or atom in a compound is replaced by electrophile. This kind of reaction occurs predominantly in aromatic compounds . Electrophilic substitution reactions of aromatic compounds are known as aromatic electrophilic substitution reactions. The aromatic five-membered heterocycles all undergo electrophilic substitution , by means of a universal reactivity order: pyrrole > furan> thiophene > benzene. The reaction situation proves plainly the better reactivity of furan compared with thiophene. While the electrophile attacks C − 3 , together furan and pyrrole intermediates will contain two significance structures, on the other hand, stipulation substitution is at the alpha position ( C − 2 or C − 5 ) reaction intermediates will have three significance structures.

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Chapter 18, Problem 84IP

Interpretation Introduction

Interpretation: Reason for why electrophilic aromatic substitution reaction occurs at C−2 position rather than at C −3 position in furan has to be explained.

Concept Introduction:

Electrophiles are electron deficient species. In Electrophilic substitution reaction a group or atom in a compound is replaced by electrophile. This kind of reaction occurs predominantly in aromatic compounds. Electrophilic substitution reactions of aromatic compounds are known as aromatic electrophilic substitution reactions.

The aromatic five-membered heterocycles all undergo electrophilic substitution, by means of a universal reactivity order: pyrrole >furan> thiophene > benzene. The reaction situation proves plainly the better reactivity of furan compared with thiophene.

While the electrophile attacks C −3, together furan and pyrrole intermediates will contain two significance structures, on the other hand, stipulation substitution is at the alpha position (C −2 or C−5) reaction intermediates will have three significance structures.

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