1.

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

Answer»

Solution : 1,2-dimethylbenzene (o-xylene) may be regarded as a resonance hybrid of the following Kekule structures I and II. Their ozonolysis takes place as SHOWN below:

Thus, in all three products are obtained. These cannot be obtained by any ONE of the Kekule.s structures. This shows that toluene and hence benzene is a resonance hybrid of the TWO resonating structures.


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