Compound \( A\left(\mathrm{C}_{6} \mathrm{H}_{12} \mathrm{O}_{2}\right) \) on reduction yields t...

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Compound \( A\left(\mathrm{C}_{6} \mathrm{H}_{12} \mathrm{O}_{2}\right) \) on reduction yields two compounds \( B \) and \( C \). The compound \( B \) on oxidation gave \( D \), which on treatment with aqueous alkali and subsequent heating furnished \( E \). The latter on catalytic hydrogenation gave \( C \). The compound \( D \) was oxidised further to give \( F \) which was found to be a monobasic acid \( (m w=60) \). Deduce the structures of \( A \) to \( E \).
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