Question
Write a short note on the Kekule structure of benzene.

Answer

Kekule structure of benzene:
i. August Kekule in 1865 suggested the structure for benzene having a cyclic planar ring of six carbon atoms with alternate single and double bonds and hydrogen atom attached to each carbon atom..
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ii. The Kekule structure indicates the possibility of two isomeric 1,2-dibromobenzenes. In one of the isomers, the bromine atoms would be attached to the doubly bonded carbon atoms whereas in the other, they would be attached to single bonded carbons.
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iii. However, benzene was found to form only one ortho-disubstituted benzene. This problem was overcome by Kekule by suggesting the concept of oscillating nature of double bonds in benzene as given below.
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iv. Even with this modification, Kekule structure of benzene failed to explain unusual stability and preference to substitution reactions rather than addition reactions, which was later explained by resonance.

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