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Hydrocarbons

Question
CBSEENCH11007881

Discuss the oxidation reactions of arenes. 

Solution
Arenes are quite stable and not readily oxidised. Some of their oxidation reactions are:
(i) Combustion: When burnt in oxygen, benzene and other hydrocarbons burn with a smoky flame and produce carbon dioxide and water.
stack 2 straight C subscript 6 straight H subscript 6 with Benzene below plus space 15 straight O subscript 2 space rightwards arrow space space 12 CO subscript 2 space plus space 6 straight H subscript 2 straight O
stack straight C subscript 6 straight H subscript 5 with Toluene below space minus space CH subscript 3 space plus space 9 straight O subscript 2 space rightwards arrow space 7 CO subscript 2 space plus space 4 straight H subscript 2 straight O
(ii) Oxidation of benzene: When a mixture of air and vapours of benzene is passed over vanadium pentoxide (V2O5) at 773 K, maleic anhydride is produced.

(iii) Oxidation of the side chain.
(a) With weak oxidising agent. Toluene is oxidised to benzaldehyde by using chromyl chloride (CrO2Cl2) or acidic manganese dioxide.

(b) With normal oxidising agent. On oxidation with a strong oxidising agent such as hot KMnO4, concentrated HNO3, acidified KMnO4 or acidified dichromate etc., the entire side chain, regardless of length, is oxidised to - COOH group.