Question

An ster (A) with molecular formula C₉H₁₀O₂ was treated with excess of CH₃MgBr and the compound so formed was treated with conc. H₂SO₄ to form olefin (B). Ozonolysis of B ketone with formula C₈H₈O which shows positive iodoform test. The structure of A is 

(a) CH₃CH₂COC₆H₅ 

(b) C₆H₅COOC₂H₅

(c) C₆H₅COOC₆H₅ 

(d) CH₃COC₆H₄COCH₃

Answer 1

(b) C₆H₅COOC₂H₅

Only alternative (b) corresponds with the molecular formula of the ester A. Further it explains all the given reactions.