Question

An ether A (C5H12O) when heated with excess of hot concentrated HI produced two alkyl halides which on hydrolysis from compounds B and C. Oxidation of B gives an acid D whereas oxidation of C gave a ketone E. Deduce the structures of A, B, C, D and E.

Answer 1

Hey dear ur answer is here....!!

It is obvious from the given information that B must be a primary alcohol while C must be secondary alcohol. From there, it is quite easy to back calculate and derive the structure of the ether A in the following way.

Hope this helps you out...!!