Question

A hydrocarbon A (molecular formula C₅H₁₀) yields 2- methylbutane on catalytic hydrogenation. A adds HBr (in accordance with Markownikoff’s rule) to form a compound B which on reaction with silver hydroxide forms an alcohol C, C₅H₁₂O. Alcohol C on oxidation gives a ketone D. Deduce the structures of A, B, C and D and show the reactions involved.

Answer 1

The molecular formula of A is C5H10. As it fits into general formula CnH2n therefore it could be an alkene or cycloalkane.