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Question
Compound ‘A’ was prepared by oxidation of compound ‘B’ with alkaline \[\ce{KMnO4}\]. Compound ‘A’ on reduction with lithium aluminium hydride gets converted back to compound ‘B’. When compound ‘A’ is heated with compound B in the presence of \[\ce{H2SO4}\] it produces fruity smell of compound C to which family the compounds ‘A’, ‘B’ and ‘C’ belong to?
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Solution
When alkaline \[\ce{KMnO4}\] oxidises compound ‘B’ with compound ‘A’, acid is formed.
\[\ce{B ->[{[O]}][alkaline KMnO4] A -> acid}\]
When compound ‘A’ is reduced with \[\ce{LiAlH4}\], it transforms into compound ‘B’. The letter ‘B’ stands for a type of alcoholic beverage.
\[\ce{A ->[LiAlH4] B -> Alcohol}\]
When compounds ‘A’ and ‘B’ are heated with conc. \[\ce{H2SO4}\], compound ‘C’ is formed which has a fruity odour.
\[\ce{A + B ->[A][H2SO4] fruitysmell (ester)}\]
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(ii) 
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\phantom{}\ce{O}\\
\phantom{}||\\
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\end{array}\]
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\[\begin{array}{cc}
\ce{CH3}\phantom{.................}\\
|\phantom{....................}\\
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