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An organic compound (A) of molecular for...

An organic compound (A) of molecular formula `C_(5)H_(8)` when treated with Na in liquid ammonia followed by reaction with s-Propyl iodide yeidls (B) `C_(8)H_(12)` (A) gives a ketone `C_(5)H_(10)O` (e) when treated with dil `H_(2)SO_(4)` and `HgSO_(4)` (B) on oxidation with alkaline `KMnO_(4)` gives two isomeric acids (D) and (E) `C_(4)H_(8)O_(2)`. Give structures of compounds (A) to (E) with proper reasoning .

Text Solution

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(A) `CH_(3)-CH_(2)-CH_(2)C-=CH` (B)
(C )`CH_3-CH_2-CH_2-oversetoverset(O)(||)C-CH_3`
(D)`CH_3CH_2CH_2COOH`
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