An unknown compound P isolated from a mould was found to be optically active as well as to have a molecular formula of C11H20. Hydrogenation of P with excess H2 utilizing a finely divided platinum catalyst produced compound Q, C11H24.
Vigorous oxidation of P with hot acidic KMnO4 produce merely two compounds with a ratio of 2 moles of R (C3H6O to 1 mole of S (C5H8O4).
Compound S was as well optically active.
Deduce possible structures for P, Q, R and S. define the reasons for your deductions.