1.

Write down the products of ozonolysis of 1,2-dimethylbenzene (o-xylene) . How does the result support Kekule structure of benzene ?

Answer»

SOLUTION :o-Xylene may be regarded as a resonance hybrid of the following two kekule structures. Ozonolysis of each one of these GIVES two productsas SHOWN below :

Thus, in all, THREE PRODUCTS are formed . Since, all the three products cannot be obtained from any one of the two Kekule structures, this shows that o-xylene is a resonance hybrid of the two Kekule structures (I and II)


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