Hydrocarbon (A), C9H12, gave O-pthalic acid as the only organic product on oxidation. What is the structure and name of the hydrocarbon (A)?
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Treatment of an alkylbenzene with potassium permanganate results in oxidation to give the benzoic acid.
The position directly adjacent to an aromatic group is called the “benzylic” position.
Note that in example 2 the extra carbons are cleaved to give the same product as in example 1. And in example 3, two benzoic acids are formed. Finally, when no hydrogens are present on the benzylic carbon, no reaction occurs.
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