An organic compound (A) (molecular formula `C_(8)H_(16)O_(2))` was hydrolysed with dilute sulphuric acid to give a carboxylic acid (B) and an alcohol (C ). Oxidation of (C ) with chromic acid produced (B). (C ) on dehydration gives but-1-ene. Write equations for the reactions involved.

Explanation

Since as ester A with molecular formula `C_(8)H_(16)O_(2)` upon hydrolysis gives carboxylic acid B and the alcohoc C and oxidation of C with chromic acid produces the acid B, therefore, both the carboxylic acid B and alcohol C must contain the same number of carbon atoms.
Further, since ester A contains eight carbon atoms, therefore, both the carboxylic acid B and the alcohol C much contain four carbon atoms each .
Since the alcohol C on dehydration gives but-l-ene, therefore, C must be a straight chain alcohol, i.e., buten-l-ol.
If C is butan-l-ol, then the acid B must be butanoic acid and the ester A must be butyl butanoate. The chemical equations are as follows: