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An ether, (A) having molecular formula, ...

An ether, (A) having molecular formula, `C_(6)H_(14)O`, when treated with excess of HI produced two alkyl iodides which on hydrolysis yield compounds (B) and (C ). Oxidation of (B ) gives an acid (D), whereas oxidation of (C ) results in the formation of a mixed ketone, (E ) . Give graphic representation of (A) to (E).

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The data suggest that the compounds [B] and [C] are both alcohols. Since [B] upon oxidation gives an acid [D] , it is a primary alcohol. As the compound [C] gives a mixed ketone [E] , it is a secondry alcohol. Based upon the information, the ether is `CH_(3)CH_(2)OCH(CH_(3)C_(2)H_(5)`and the reactions ivolved are as follow :
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