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A compound [A] of molecular formula C(4)...

A compound [A] of molecular formula `C_(4)H_(9)Br` yields a compound [B] of molecular formula `C_(4)H_(10)O` when reated with aqueous `NaOH`. On oxidation [B] gives a ketone [C]. The vigorous oxidation of ketone gives ethanoic acid. Deduce the structure of A, B and C.

Text Solution

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The compound [C] is a ketone and has been formed by the oxidation of compound [B]. Therefore, the compound [B] is a secondary alcohol and the compound [A] from which [B] has been formed is a secondary alkyl bromide. Based upon these observation, the sequence of reactions involved is as follows :
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