List the Limitations of Kekule structure

The structure proposed by Kekule was unable to explain the following facts.

  • The Kekule structure predicts that there should be two different 1,2-dibromobenzene. But in practice, only one 1,2-dibromobenzene has ever been found. 
  • According to Kekule benzene contains three double bonds, the chemical properties of benzene should resemble those of alkene. But actually it is not so. Benzene is highly stable and forms substitution compounds easily. 
  • The resistance of double bonds in benzene for addition reactions. Ease of substitution reactions.
  • Kekule structure predicts two types of bond lengths that is for single bonds 1.54A and for double bonds 1.34A. Actually all the bonds of benzene are of equal length.

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