GATE CY 2017 Question Paper (05-Feb-2017) (Shift 1)

The major product formed in the following reaction is

The product formed in the following photochemical reaction is

Among the following decahydroquinoline toluenesulfonates (Ts), the one that yields 9-methylamino-E-non-5-enal as a major product upon aqueous solvolysis is

The product obtained in the following solvolysis reaction is

The spectroscopic data for an organic compound with molecular formula $C_{10}{H}_{12}{O}_2$ are given below. IR band around $1750c{m}^{-1}$, ${}^{1}HNMR\delta 7.3(m,5H),5.85(q,1H,J=7.2Hz),2.05(s,3H),1.5(d,3H,J=7.2Hz)ppm$. The compound is