Q. Compound (A), gives a yellow precipitate when warmed with alcoholic . Oxidation o f (A) gives an acid (B), . (B) easily forms anhydride on heating. Identify the compound (A).

 2422  213 Haloalkanes and Haloarenes Report Error

Solution:

Compound A gives a precipitate with alcoholic , so it must contains Br in side chain. On oxidation, it gives , which shows the presence of two alkyl chains attached directly with the benzene nucleus. Since compound B gives anhydride on heating, the two alkyl substituent must occupy adjacent (1,2) position. Thus, A must be
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and the reactions are as follows
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