Question

An organic compound a has the molecular formula c8h16o2. It gets hydrolysed with dil.Sulphuric acid and given a carboxylix acid b and an alcohol c.Oxidation of c with cromic acid also produces b.C on dehydration reaction gives but-1-ene.Write equation for the reaction envolved.

Answer 1

An organic compound A with molecular formula C8H16O2 gives a carboxylic acid (B) and an alcohol (C) on hydrolysis with dilute sulphuric acid. Thus, compound A must be an ester. Further, alcohol C gives acid B on oxidation with chromic acid. Thus, B and C must contain equal number of carbon atoms.

Since compound A contains a total of 8 carbon atoms, each of B and C contain 4 carbon atoms.

Again, on dehydration, alcohol C gives but-1-ene. Therefore, C is of straight chain and hence, it is butan-1-ol.

On oxidation, Butan-1-ol gives butanoic acid. Hence, acid B is butanoic acid.

Hence, the ester with molecular formula C8H16O2 is butylbutanoate.